Isopropylamine → 2-[(E)-2-(5-Methyl-3-phenyl-isoxazol-4-yl)-vinyl]-thiazole-5-carboxylic acid isoprop-ylamide

HRID 1923563Notes

Reaction equation

C(O[C:4]([C:6]1[S:10][C:9](/[CH:11]=[CH:12]/[C:13]2[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:15][O:16][C:17]=2[CH3:18])=[N:8][CH:7]=1)=[O:5])C.[CH:25]([NH2:28])([CH3:27])[CH3:26]>>[CH:25]([NH:28][C:4]([C:6]1[S:10][C:9](/[CH:11]=[CH:12]/[C:13]2[C:14]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[N:15][O:16][C:17]=2[CH3:18])=[N:8][CH:7]=1)=[O:5])([CH3:27])[CH3:26]

Participants

Reactant 2

HCID 6363Isopropylamine

HCID 66643683HCID 66643683, compound

Product 1

HCID 497818102-[(E)-2-(5-Methyl-3-phenyl-isoxazol-4-yl)-vinyl]-thiazole-5-carboxylic acid isoprop-ylamideYield 71%

Procedure

As described for example 63b, 2-[(E)-2-(5-methyl-3-phenyl-isoxazol-4-yl)-vinyl]-thiazole-5-carboxylic acid ethyl ester (50 mg, 0.15 mmol) was converted, using isopropylamine instead of 4-aminotetrahydropyran, to the title compound (37 mg, 71%) which was obtained as a white solid. MS: m/e=354.4 [M+H]+.

Sources & evidence

ORD record: ord-b51017a9cb00495f9e1c634a814b4222
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178522B2

Reaction notes

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