Ethyl 4-isopropylthiazole-2-carboxylate → 4-Cyclobutylthiazole-2-carboxylic acid ethyl ester

Reaction equation

[C:1](OCC)(=S)C(N)=O.[CH:9]([C:12]1[N:13]=[C:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[S:15][CH:16]=1)([CH3:11])[CH3:10]>>[CH2:20]([O:19][C:17]([C:14]1[S:15][CH:16]=[C:12]([CH:9]2[CH2:11][CH2:1][CH2:10]2)[N:13]=1)=[O:18])[CH3:21]

Participants

Reactant 2

HCID 10821861Ethyl 4-isopropylthiazole-2-carboxylate

HCID 216137632-ethoxy-2-thioxoAcetamide

Product 1

HCID 537082264-Cyclobutylthiazole-2-carboxylic acid ethyl esterYield 64%

Procedure

Compound V2 (yellow oil) was synthesized from compound U2 (23.87 g, 1 eq.) and ethyl thiooxamate (21.41 g, 1 eq.) in 64% yield, following the procedure as described for compound 36.

Sources & evidence

ORD record: ord-4adca2d78f484efe96cfabae12616940
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08003659B2

Reaction notes

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