Methyl iodide → HCID 19965084, compound

HRID 977094Notes

Reaction equation

HRID 977094 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[S:18][C:19]([C:23]([O:25]CC)=[O:24])=[C:20]([CH3:22])[N:21]=3)=[CH:13][CH:12]=2)=[O:10])=[CH:4][CH:3]=1.[H-].[Na+].[CH3:30]I>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH3:30])[C:9]([C:11]2[CH:12]=[CH:13][C:14]([C:17]3[S:18][C:19]([C:23]([OH:25])=[O:24])=[C:20]([CH3:22])[N:21]=3)=[CH:15][CH:16]=2)=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 19965109HCID 19965109, compound

Product 1

HCID 19965084HCID 19965084, compoundYield 72%

Procedure

100 mg of Ethyl 2-(4-(4-chlorophenylcarbamoyl)-phenyl)-4-methyl-5-thiazolecarboxylate produced in Example 16 was methylated with sodium hydride and methyl iodide, and hydrolyzed by a conventional process to give 69 mg of 2-(4-(N-(4-chlorophenyl)-N-methylcarbamoyl)phenyl)-4-methyl-5-thiazolecarboxylic acid (yield: 72%).

Sources & evidence

ORD record
ord-04ed7d181aac4d79bfe2187d5a2f368b
Source dataset
uspto-grants-1997_03
Patent number
US05614520

Reaction notes

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