Propyl mercaptan → HCID 57382300, compound

HRID 1503365Notes

Reaction equation

HRID 1503365 reaction equation
[CH2:1]([SH:4])[CH2:2][CH3:3].[H-].[Na+].Br[C:8]1[N:9]=[C:10]([NH:30][CH2:31][C:32]([OH:35])([CH3:34])[CH3:33])[C:11]2[N:12]([C:14]([C:17]3[CH:28]=[CH:27][C:20]([C:21]([NH:23][CH:24]4[CH2:26][CH2:25]4)=[O:22])=[C:19]([CH3:29])[CH:18]=3)=[CH:15][N:16]=2)[CH:13]=1>CS(C)=O>[CH:24]1([NH:23][C:21](=[O:22])[C:20]2[CH:27]=[CH:28][C:17]([C:14]3[N:12]4[CH:13]=[C:8]([S:4][CH2:1][CH2:2][CH3:3])[N:9]=[C:10]([NH:30][CH2:31][C:32]([OH:35])([CH3:33])[CH3:34])[C:11]4=[N:16][CH:15]=3)=[CH:18][C:19]=2[CH3:29])[CH2:25][CH2:26]1

Participants

5

Reactant 3

HCID 7848Propyl mercaptanHCID 24758Sodium hydrideHCID 86699773HCID 86699773, compound

Product 1

HCID 57382300HCID 57382300, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 80 mg (1.05 mmol) 1-propanethiol in 1.5 mL DMSO were added 50 mg (1.052 mmol) sodium hydride and the mixture was stirred for 2 h at rt. 100 mg (0.21 mmol) 4-{6-bromo-8-[(2-hydroxy-2-methylpropyl)amino]imidazo[1,2-a]pyrazin-3-yl}-N-cyclopropyl-2-methylbenzamide were added and the mixture was heated at 120° C. for 2 h. The mixture was filtered and purified by HPLC.

Workup

  1. temperaturethe mixture was heated at 120° C. for 2 h
  2. filtrationThe mixture was filtered
  3. custompurified by HPLC

Sources & evidence

ORD record
ord-98008f6aff604aa3aecae0454f6da6c8
Source dataset
uspto-grants-2015_12
Patent number
US09212184B2

Reaction notes

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