Sodium hydride → 2-[(6-chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

HRID 2201971Notes

Reaction equation

HRID 2201971 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:7]([NH:9][C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])=[O:8])=[CH:5][N:6]=1.[Cl:18][C:19]1[CH:24]=[C:23](Cl)[N:22]=[C:21]([CH3:26])[N:20]=1.[H-].[Na+]>O1CCCC1>[Cl:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=1[NH:9][C:7]([C:4]1[S:3][C:2]([NH:1][C:23]2[CH:24]=[C:19]([Cl:18])[N:20]=[C:21]([CH3:26])[N:22]=2)=[N:6][CH:5]=1)=[O:8]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 2349974,6-Dichloro-2-methylpyrimidineHCID 219116442-Amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide2×

Product 1

HCID 112694102-[(6-chloro-2-methylpyrimidin-4-yl)amino]-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The sixth step involves reacting 2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide (Formula 1c) with 4,6-dichloro-2-methylpyrimidine in the presence of sodium hydride in tetrahydrofuran to obtain N-(2-chloro-6-methylphenyl)-2-[(6-chloro-2-methylpyrimidin-4-yl)amino]-1,3-thiazole-5-carboxamide (Formula 1d).

Sources & evidence

ORD record
ord-edb67dbf8f3549e1b564cb2b1a067714
Source dataset
uspto-grants-2016_06
Patent number
US09365526B2

Reaction notes

Loading…