2-Aminothiazole → HCID 178441520, compound

HRID 2419824Notes

Reaction equation

HRID 2419824 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:3]=1[C:20](O)=[O:21].[NH2:23][C:24]1[S:25][CH:26]=[CH:27][N:28]=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[S:25]1[CH:26]=[CH:27][N:28]=[C:24]1[NH:23][C:20]([C:3]1[C:4]([CH2:16][CH:17]([CH3:19])[CH3:18])=[N:5][C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][C:7]=2[C:12]([F:14])([F:15])[F:13])=[O:21]

Participants

5

Reactant 3

HCID 21552-AminothiazoleHCID 10868DicyclohexylcarbodiimideHCID 178441522HCID 178441522, compound

Product 1

HCID 178441520HCID 178441520, compoundYield 31.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the procedure of Step F of Example 6, 10.02 g of the product of Step E and 3.2 g of 2-aminothiazole were reacted in the presence of dicyclohexylcarbodiimide in dimethylformamide to obtain 4.03 g of N-(2-thiazolyl)-4-hydroxy-2-(2-methylpropyl)-8-trifluoromethyl-quinoline-3-carboxamide in the form of colorless crystals melting at 170°-171° C after crystallization from isopropanol.

Sources & evidence

ORD record
ord-70256335b4cc4e82a29c1e4aba25ad65
Source dataset
uspto-grants-1978_08
Patent number
US04107310

Reaction notes

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