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[ CAS No. 6635-91-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 6635-91-2
Chemical Structure| 6635-91-2
Structure of 6635-91-2 * Storage: {[proInfo.prStorage]}

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Product Details of [ 6635-91-2 ]

CAS No. :6635-91-2 MDL No. :MFCD08277274
Formula : C7H10N2O Boiling Point : No data available
Linear Structure Formula :- InChI Key :PADDNCJJHROILV-UHFFFAOYSA-N
M.W : 138.17 Pubchem ID :243170
Synonyms :
Chemical Name :6-Methoxy-4-methylpyridin-3-amine

Calculated chemistry of [ 6635-91-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.29
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 40.1
TPSA : 48.14 ?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) : -6.55 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.35
Log Po/w (XLOGP3) : 0.84
Log Po/w (WLOGP) : 0.99
Log Po/w (MLOGP) : 0.28
Log Po/w (SILICOS-IT) : 1.06
Consensus Log Po/w : 0.9

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.6
Solubility : 3.44 mg/ml ; 0.0249 mol/l
Class : Very soluble
Log S (Ali) : -1.43
Solubility : 5.09 mg/ml ; 0.0368 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.15
Solubility : 0.974 mg/ml ; 0.00705 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.73

Safety of [ 6635-91-2 ]

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

Application In Synthesis of [ 6635-91-2 ]

* 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.

  • Downstream synthetic route of [ 6635-91-2 ]

[ 6635-91-2 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 6635-90-1 ]
  • [ 6635-91-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogen;palladium on activated charcoal; In tetrahydrofuran; at 20℃; for 6h; Reference Example 50 6-Methoxy-4-methylpyridin-3-amine A mixture of 2-methoxy-4-methyl-5-nitropyridine4-Methyl-5-nitro-2-pyrrolidin-1-ylpyridine (1.68 g, 10.0 mmol) and 10% palladium on carbon (168 mg) in tetrahydrofuran (10 mL) was stirred under hydrogen atmosphere at room temperature for 6 hr. Catalyst was removed by filtration and the filtrate was concentrated in vacuo to give the title compound (1.31 g, 9.49 mmol, 95%) as a pale brown solid. 1H NMR (CDCl3) delta 2.16 (s, 3H), 3.28 (brs, 2H), 3.85 (s, 3H), 6.50 (s, 1H), 7.59 (s, 1H).
  • 2
  • [ 6635-91-2 ]
  • [ 108-24-7 ]
  • [ 76013-32-6 ]
YieldReaction ConditionsOperation in experiment
100% In toluene; at 100℃; for 2h; To a solution of <strong>[6635-91-2]6-methoxy-4-methylpyridin-3-amine</strong> (5.0 g, 36.2 mmol, 1.0 eq) in toluene (100.0 mL), was added acetic anhydride (5.2 g, 50.7 mmol, 1.4 eq). The mixture was stirred and heated at 100 C for 2 h, then cooled. The solvent of the mixture was removed in vacuo to provide N-(6-methoxy-4-methylpyridin-3-yl)acetamide (6.5 g, 100%).
  • 3
  • [ 6635-91-2 ]
  • [ 76006-07-0 ]
  • 6
  • tin(II)chloride dihydrate [ No CAS ]
  • [ 6635-90-1 ]
  • [ 6635-91-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; In acetic acid; b 5-Amino-2-methoxy-4-methylpyridine A mixture of stannous chloride dihydrate (41 g) and concentrated hydrochloric acid (40 ml) was added slowly to a solution of 2-methoxy-4-methyl-5-nitropyridine (5.1 g) in acetic acid (40 ml), maintaining the temperature below 35 C. The resulting mixture was stirred at room temperature for 2 hours, and then allowed to stand overnight in the refrigerator. The solid was collected and both solid and supernatant were separately basified with a 20% sodium hydroxide solution. The product was extracted with chloroform, combined, dried (anhydrous magnesium sulfate) and concentrated to give 3.9 g of the title compound as a solid, suitable for use in the next reaction.
  • 7
  • [ 6635-91-2 ]
  • [ 135795-51-6 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; bromine; sodium acetate; In water; acetic acid; c 3-Amino-2-bromo-6-methoxy-4-methylpyridine Bromine (4.8 g) was added in one portion to a mixture of <strong>[6635-91-2]5-amino-2-methoxy-4-methylpyridine</strong> (3.9 g) in acetic acid (25 ml) and sodium acetate (4.0 g). The resulting mixture was stirred for 20 min. and then added to a solution of sodium hydroxide (15 g) in water (200 ml). The product was extracted with chloroform, dried (anhydrous magnesium sulfate), concentrated, and purified on a silica gel column (methylene chloride/ethyl acetate, 19:1?4:1) to give 4.5 g of the title compound, suitable for use in the next reaction.
  • 8
  • [ 6635-91-2 ]
  • [ 1173983-06-6 ]
  • [ 1173983-20-4 ]
YieldReaction ConditionsOperation in experiment
10% Reference Example 51 Ethyl 4-{4-chloro-7-(1-ethylpropyl)-2-[(6-methoxy-4-methylpyridin-3-yl)amino]-1H-benzimidazol-1-yl}butanoate A mixture of ethyl 4-[2,4-dichloro-7-(1-ethylpropyl)-1H-benzimidazol-1-yl]butanoate (Reference Example 33; 1.50 g, 4.04 mmol), <strong>[6635-91-2]6-methoxy-4-methylpyridin-3-amine</strong> (1.10 g, 8.09 mmol) and p-toluenesulfonic acid monohydrate (487 mg, 2.83 mmol) in 1-methyl-2-pyrrolidinone (8 mL) was irradiated by microwave at 180 C. for 10 min. After cooling, the mixture was diluted with ethyl acetate, washed with aqueous sodium bicarbonate, water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluding with a 20-50% ethyl acetate/n-hexane gradient mixture. The filtrate was concentrated in vacuo to give an amorphous which was recrystallized from ethyl acetate/n-hexane to give the title compound (190 mg, 0.402 mmol, 10%) as a colorless solid. mp 140-142 C. 1H NMR (CDCl3) delta 0.86 (t, J=7.3 HZ, 6H), 1.27 (t, J=7.2 Hz, 3H), 1.65-1.89 (m, 4H), 2.02-2.23 (m, 2H), 2.32 (s, 3H), 2.41-2.56 (m, 2H), 2.87-3.02 (m, 1H), 3.92 (s, 3H), 4.10-4.29 (m, 4H), 6.63 (s, 1H), 6.83 (d, J=8.3 Hz, 1H), 7.11 (d, J=8.7 Hz, 1H), 7.13 (s, 1H), 8.43 (s, 1H). MS Calcd.: 472; Found: 473 (M+H).
  • 9
  • [ 6635-91-2 ]
  • [ 1419608-63-1 ]
  • 10
  • [ 6635-91-2 ]
  • [ 1419610-12-0 ]
  • 11
  • [ 6635-91-2 ]
  • 1-(((5S,7S)-7-methyl-3-(4-methyl-6-morpholinopyridin-3-yl)-2-oxo-1-oxa-3-azaspiro[4.5]decan-7-yl)methyl)-1H-benzo[d]imidazole-6-carbonitrile [ No CAS ]
  • 12
  • [ 6635-91-2 ]
  • [ 1419610-78-8 ]
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