[ CAS No. 889676-37-3 ] {[proInfo.proName]}

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2D 3D

Structure of 889676-37-3 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 889676-37-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 889676-37-3 ]

SDS Specification

Alternatived Products of [ 889676-37-3 ]

Product Details of [ 889676-37-3 ]

CAS No. :	889676-37-3	MDL No. :	MFCD00266840
Formula :	C₆H₅BrN₂O	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	SNMZXTXZEQGKBG-UHFFFAOYSA-N
M.W :	201.02	Pubchem ID :	18419456
Synonyms :

Calculated chemistry of [ 889676-37-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	40.03
TPSA :	55.98 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.06 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.13
Log Po/w (XLOGP3) :	2.07
Log Po/w (WLOGP) :	0.94
Log Po/w (MLOGP) :	0.36
Log Po/w (SILICOS-IT) :	1.19
Consensus Log Po/w :	1.14

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.77
Solubility :	0.343 mg/ml ; 0.0017 mol/l
Class :	Soluble
Log S (Ali) :	-2.87
Solubility :	0.268 mg/ml ; 0.00133 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.47
Solubility :	0.678 mg/ml ; 0.00337 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.57

Safety of [ 889676-37-3 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 889676-37-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 889676-37-3 ]
Downstream synthetic route of [ 889676-37-3 ]

[ 889676-37-3 ] Synthesis Path-Upstream 1~2

1
[ 6311-35-9 ]
[ 889676-37-3 ]

Yield	Reaction Conditions	Operation in experiment
81%	Stage #1: With 1,1'-carbonyldiimidazole In dimethyl sulfoxide at 20℃; for 16 h; Stage #2: With ammonia In water; dimethyl sulfoxide at 0℃; for 1 h;	Preparation 66-Brom o-nicotinam ideTo a solution of 6-bromo-nicotinic acid (4.8g, 23.8 mmol) in dimethylsulfoxide (20ml) was added at room temperature carbonyldiimidazole (4.8g, 29.6 mmol), and the mixture stirred for 16 hours. To the mixture was added dropwise, with cooling in ice bath, 0.880 ammonia solution (40ml), then the mixture stirred for 1 hour, then poured into water (20ml). The precipitate was filtered, washed with water and dried in vacuo to give the title product as a white solid in 81percent yield, 3.9g.¹ HNMR(DMSO-D₆, 300MHz) δ: 7.66(br.s, 1H), 7.73(d, 1H), 8.09(m, 1H), 8.15(br.s, 1H), 8.78(d, 1 H). <n="20"/>micro analysis found (percent); C(36.00), 1-1(2.60), N(13.67); C₆H₅N₂Br requires (percent); C(35.84), H(2.51), N(13.93)
79%	Stage #1: With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 3 h; Stage #2: With ammonium hydroxide In tetrahydrofuran at 20℃;	A suspension of 6-Bromonicotinic acid (2 g) and CDI (1.8 g) in THF was stirred at room temperature. After 3 h the NH₄OH (8 mL) were added dropwise to the mixture and stirred at room temperature overnight. Then, the solution was concentrated under reduced pressure. Light yellow solid. HPLC purity: 97.1percent. Yield: 79percent.

Reference： [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 11, p. 4860 - 4882
[2] Patent: WO2007/52124, 2007, A1, . Location in patent: Page/Page column 18-19
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 17, p. 4150 - 4155

2
[ 139585-70-9 ]
[ 889676-37-3 ]

Yield	Reaction Conditions	Operation in experiment
92%	With sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene; ethanol for 4 h; Reflux	A mixture of 2-bromo-5-cyanopyridine (10 mmol, 1.83 g),Sodium tert-butoxide (0 · 1 mmol, 9 · 6 mg)(V: V = 3: 1) in a mixed solvent of xylene / ethanol (V: V = 3: 1). After the reaction was allowed to proceed for 4 hours, the reaction was stopped,After drying, the residue was purified by silica gel column chromatography to give 1.84 g of 2-bromo-5-amidopyridine as a white solid

Reference： [1] Patent: CN104016913, 2016, B, . Location in patent: Paragraph 0033-0036

[ 889676-37-3 ] Synthesis Path-Downstream 1~1

1
[ 889676-37-3 ]
[ 940284-98-0 ]
4-(5-(5-carbamoylpyridin-2-yl)pyrimidin-2-yl)piperazine-1-carboxylic acid tert-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78.2%	With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; In 1,4-dioxane; at 100℃;Inert atmosphere;	<strong>[940284-98-0]2-[4-(Boc)piperazin-1-yl]pyrimidine-5-boronic acid pinacol ester</strong> (1.00 g, 2.56 mmol),6-bromopyridine-3-carboxamide (0.62 g, 3.08 mmol), tricyclohexylphosphine (0.11 g, 0.38 mmol),Tris(dibenzylideneacetone)palladium(0) (0.12 g, 0.13 mmol) and potassium phosphate (1.73 g, 5.11 mmol) were added toIn a mixed solvent of 1,4-dioxane (10 mL) and water (1 mL), the reaction was heated to 100 C overnight under a nitrogen atmosphere.The reaction was stopped, cooled to room temperature, and the solvent was evaporated under reduced pressure.(Dichloromethane: methanol (V: V) = 40: 1) isolated and purified to give the title compound(white solid, 0.77 g, 78.2%).
78.2%	With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine; In 1,4-dioxane; water; at 100℃;Inert atmosphere;	2-[4-(Boc)piperazin- 1 -yl]pyrimidine-5-boronic acid pinacol ester (1.00 g, 2.56 mmol), 6-bromopyridine-3-carboxamide (0.62 g, 3.08 mmol), Tricyclohexylphosphine (0.11 g, 0.38 mmol), tris(dibenzylideneacetone)palladium(0) (0.12 g, 0.13 mmol) and potassium phosphate (1.73 g, 5.11 mmol) were added into a mixture of 1,4-dioxane (10 mL) and water (1 mL) in turn. The reaction mixture was heated to 100 C overnight under N2. The reaction was stopped, and the mixture was cooled to room temperature. The solvent was evaporated under reduced pressure. The residue was separated and purified by column chromatography (methylene chloride/methanol (v/v) = 40/1) to give the title compound as a white solid (0.77g, 78.2%).MS (ESI, pos. ion) m/z: 385.60 [M+Hfb.?H NMR (400 MHz, DMSO-d6) (ppm): 9.12 (s, 2H), 9.05 (d, J 1.8 Hz, 1H), 8.25 (dd, J = 8.4, 2.2 Hz, 1H), 8.15 (s, 1H), 8.01 (d, J= 8.3 Hz, 1H), 7.58 (s, 1H), 3.913.76 (m, 4H), 3.43 (dd, J= 14.9, 10.1 Hz, 4H), 1.44 (s, 9H).

Reference： [1]Patent: CN109574993,2019,A .Location in patent: Paragraph 0322; 0324; 0325; 0326; 0327
[2]Patent: WO2019/62662,2019,A1 .Location in patent: Paragraph 00225

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Isomers

Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Amines ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Dihalides ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction

Historical Records

Related Functional Groups of
[ 889676-37-3 ]

Bromides

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6-Bromo-4-methylnicotinaldehyde

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6-Bromo-5-methylnicotinaldehyde

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(2-Bromopyridin-4-yl)methanamine

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6-Methylpyridine-3-carboxamide

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6-Aminopyridine-3-carboxamide

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Pyridine-3,5-dicarboxamide

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2-Aminonicotinamide

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Amines

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6-Methylpyridine-3-carboxamide

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6-Aminopyridine-3-carboxamide

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Pyridine-3,5-dicarboxamide

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2-Aminonicotinamide

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[ 58539-65-4 ]

2-Methylnicotinamide

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Related Parent Nucleus of
[ 889676-37-3 ]

Pyridines

[ 6960-22-1 ]

6-Methylpyridine-3-carboxamide

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[ 926294-07-7 ]

6-Bromo-4-methylnicotinaldehyde

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6-Aminopyridine-3-carboxamide

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P103	Read label before use
Prevention
Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
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P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
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P342	If experiencing respiratory symptoms:
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P402 + P404	Store in a dry place. Store in a closed container.
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P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
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H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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H361d	Suspected of damaging the unborn child
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H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
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Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 889676-37-3 ] {[proInfo.proName]}

Quality Control of [ 889676-37-3 ]

Related Doc. of [ 889676-37-3 ]

Product Details of [ 889676-37-3 ]

Calculated chemistry of [ 889676-37-3 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 889676-37-3 ]

Application In Synthesis of [ 889676-37-3 ]

[ 889676-37-3 ] Synthesis Path-Upstream 1~2

[ 889676-37-3 ] Synthesis Path-Downstream 1~1

Technical Information

Related Functional Groups of [ 889676-37-3 ]

Bromides

Amides

Amines

Related Parent Nucleus of [ 889676-37-3 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 889676-37-3 ]

Related Parent Nucleus of
[ 889676-37-3 ]