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[ CAS No. 50533-97-6 ] {[proInfo.proName]}

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Chemical Structure| 50533-97-6
Chemical Structure| 50533-97-6
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Product Details of [ 50533-97-6 ]

CAS No. :50533-97-6 MDL No. :MFCD00023144
Formula : C7H16N2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :YFJAIURZMRJPDB-UHFFFAOYSA-N
M.W : 128.22 Pubchem ID :417391
Synonyms :

Safety of [ 50533-97-6 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P271-P280-P301+P330+P331-P304+P340-P303+P361+P353-P305+P351+P338-P310-P363-P403+P233-P501 UN#:2735
Hazard Statements:H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 50533-97-6 ]

* 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 [ 50533-97-6 ]

[ 50533-97-6 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 50533-97-6 ]
  • (S)-3-[5-[8-amino-7-chloro-2,3-dihydro-1,4-benzodioxin-5-yl]2-oxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]pyrrolidine-1-pentanoic acid [ No CAS ]
  • [ 4876-59-9 ]
  • [ 530-62-1 ]
  • [ 740069-97-0 ]
YieldReaction ConditionsOperation in experiment
With ammonium hydroxide; triethylamine; In N-methyl-acetamide; methanol; chloroform; water; 5.3. (S)-5-(8-amino-7-chloro-2,3-dihydro-1,4-benzodioxin-5-yl)-3-[1-[5-[4-(dimethyl_amino)piperidin-1-yl]-5-oxopentyl]pyrrolidin-3-yl]-1,3,4-oxadiazol-2-(3H)-one 0.24 g (0.51 mmol) of (S)-3-[5-[7-chloro-8-amino-2,3-dihydro-1,4-benzodioxin-5-yl]2-oxo-2,3-dihydro-1,3,4-oxadiazol-3-yl]pyrrolidine-1-pentanoic acid dissolved in 2.5 ml of dimethylformamide, and 0.14 ml (1.01 mmol) of triethylamine are introduced into a 25 ml three-necked round-bottomed flask. A solution of 0.16 g (1.01 mmol) of 1,1'-carbonylbis-1H-imidazole in 1.1 ml of dimethylformamide is added dropwise and the mixture is stirred at room temperature for 2 h 30 min. A solution of 0.76 mmol of 4-(dimethylamino)piperidine in 1.8 ml of dimethylformamide (prepared beforehand by heating a suspension of 0.16 g (0.76 mmol) of <strong>[4876-59-9]4-(dimethylamino)piperidine dihydrochloride</strong> in 1.8 ml of dimethylformamide and 0.28 ml (2.02 mmol) of triethylamine at 60 C. for 2 h) is added and the mixture is stirred at room temperature for 18 h. The reaction medium is poured into 30 ml of water and extracted with chloroform. The product is purified by chromatography on silica gel, eluding with a 95/5/0.5 and then 80/20/2 mixture of chloroform, methanol and aqueous ammonia. 0.08 g of product is thus obtained in the form of a sticky paste. [alpha]20D =+26 (c=0.4, CHCl3).
  • 2
  • [ 50533-97-6 ]
  • [ 28987-44-2 ]
  • [ 1124330-03-5 ]
YieldReaction ConditionsOperation in experiment
100% With N-ethyl-N,N-diisopropylamine; In ISOPROPYLAMIDE; at 100℃; for 4h; 4-(Dimethylamino)piperidine (2.89 g) was added to a stirred solution of 2-ethoxy-4-fluoro- 1 -nitrobenzene (3.79 g) and DIPEA (7.1 mL) in DMA (17.5 mL). The mixture was then heated to 1000C for 4h. The mixture was then concentrated in vacuo and purified by SCX, eluting with 7M NH3/ MeOH to afford the title compound (6.10 g, 102 %) as a yellow solid; 1H NMR: 1.39 (5H, m), 1.82 (2H, d), 2.19 (6H, s), 2.36 (IH, m), 2.96 (2H, t), 4.00 (2H, d), 4.19 (2H, q), 6.50 (IH, dd), 6.58 (IH, d), 7.86 (IH, d); m/z: MH+ 294.
  • 3
  • [ 50533-97-6 ]
  • [ 76513-69-4 ]
  • [ 118289-17-1 ]
  • [ 4887-88-1 ]
  • [ 1254163-17-1 ]
  • [ 1254163-18-2 ]
YieldReaction ConditionsOperation in experiment
Example 102 (method 2) (Synthetic Intermediate)(2-Bromo-pyridin-4-yl)-[5-(4-dimethylamino-piperidin-1-yl)-1-(2-trimethylsilanyl- ethoxymethyl)-1 H-benzoimidazol-2-yl]-methanone (as a mixture with the 6- regioisomer). Starting with Example 25, Step 1 was performed by following procedures describe for Example 42. Step 2 and Step 3 were performed by following procedures describe for Example 48.
  • 4
  • [ 50533-97-6 ]
  • [ 76513-69-4 ]
  • [ 118289-17-1 ]
  • [ 4887-88-1 ]
  • [ 1254183-99-7 ]
  • [ 1254163-20-6 ]
YieldReaction ConditionsOperation in experiment
Example 102 (method 2) (Synthetic Intermediate)(2-Bromo-pyridin-4-yl)-[5-(4-dimethylamino-piperidin-1-yl)-1-(2-trimethylsilanyl- ethoxymethyl)-1 H-benzoimidazol-2-yl]-methanone (as a mixture with the 6- regioisomer). Starting with Example 25, Step 1 was performed by following procedures describe for Example 42. Step 2 and Step 3 were performed by following procedures describe for Example 48.
  • 5
  • [ 50533-97-6 ]
  • [ 131747-63-2 ]
  • 1-((4-bromopyridin-2-yl)methyl)-N,N-di methylpiperidin-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20℃; 4-Bromopicolinaldehyde (300 mg, 1 .61 mmol) was dissolved in dichloroethane (30 mL). N,N-Dimethylpiperidin-4-amine (227 mg, 1.77 mmol) and sodium triacetoxyborohydride (1.025 g, 4.84 mmol) were added and the mixture was stirred at room temperature overnight. The mixture was partitioned between water and ethylacetate. The aqueous phase was basified to pH=10 with a diluted sodium hydroxide solution. The aqueous phase was then extracted with dichloromethane. The combined organics were dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give 390 mg (81percent yield) of the title compound as an orange oil.LRMS (M+1): 298, 3001H NMR (400 MHz, Chloroform-d)oe ppm 1.59 (qd, J = 12.2, 3.8 Hz, 3H), 1.73?1.86(m, 2H), 2.02 ? 2.23 (m, 3H), 2.29 (s, 7H), 2.92 (d, J = 11.9 Hz, 2H), 3.61 (s, 2H), 7.33(dd, J = 5.3, 1.9 Hz, 1 H), 7.63 (d, J = 1.5 Hz, 1 H), 8.35 (d, J = 5.3 Hz, 1 H).
  • 6
  • [ 50533-97-6 ]
  • [ 168173-56-6 ]
  • 1-((6-bromopyridin-3-yl)methyl)-N,N-dimethylpiperidin-4-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.73 g With potassium carbonate; In acetonitrile; Add N,N-dimethylacridin-4-amine (0.586g) with K2CO3 (1.160 g) to a solution of <strong>[168173-56-6]2-bromo-5-(chloromethyl)pyridine</strong> (0.853 g) in acetonitrile (10 mL). Add water (30mL), extracted with EA (50 mL×3), the combined organic layers were dried with EtOAc, 730 g of 1-((6-bromopyridin-3-yl)methyl)-N,N-dimethylpiperidin-4-amine were obtained.
  • 7
  • [ 50533-97-6 ]
  • [ 494769-34-5 ]
  • tert-butyl (4-[4-(dimethylamino)piperidin-1-yl]methyl}-1,3-thiazol-2-yl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% tert-butyl (4-formyl-1 ,3-thiazol-2-yl)carbamate (200 mg, 0.88 mmol) in DMA (3 mL) was treated with N,N- dimethylpiperidin-4-amine (0.155 mL, 1.3 mmol) and stirred at rt over 1 h. AcOH (0.025 mL, 0.43 mmol) and sodium triacetoxyborohydride (465 mg, 2.19 mmol) were added to the reaction and stirred at rt for 20 h. The residue was partitioned between EtOAc and saturated aqueous NaHC03. The organic layer was dried over Na2S04 and evaporated to dryness. The crude was purified by column chromatography over silica gel (DCM:7N NH3 in MeOH = 9:1) to give the title compound as colourless oil (225 mg, 75%).1H NMR (500 MHz, DMSO-de) delta ppm 1.27 - 1.38 (m, 2 H) 1.47 (s, 9 H) 1.61 - 1.75 (m, 2 H) 1.87 - 2.03 (m, 3 H) 2.13 (s, 6 H) 2.78 - 2.89 (m, 2 H) 3.37 (s, 2 H) 6.85 (s, 1 H).HRMS (ESI+): calcd. for C16H29N4O2S [M + H]+341.2006; found 341.2008.
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