2-Bromo-1-cyclopropylethan-1-one → 4-(Trifluoromethyl)thiazole-2-carboximidamide

Reaction equation

C1(C2N=C([C:9]([NH2:11])=[NH:10])SC=2)CC1.Br[C:13]1[S:14][CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[N:17]=1.BrCC(C1CC1)=O>>[F:19][C:18]([F:21])([F:20])[C:16]1[N:17]=[C:13]([C:9]([NH2:11])=[NH:10])[S:14][CH:15]=1

Participants

Reactant 3

HCID 109208412-Bromo-1-cyclopropylethan-1-one

HCID 231498872-Bromo-4-(trifluoromethyl)-1,3-thiazole

HCID 900009164-Cyclopropyl-thiazole-2-carboxamidine

Product 1

HCID 582827454-(Trifluoromethyl)thiazole-2-carboximidamide

Procedure

4-Trifluoromethyl-thiazole-2-carboxamidine (Compound U) was prepared in analogy to Compound M with procedure shown in Example 10 by using 2-bromo-4-trifluoromethyl-thiazole (CAS: 41731-39-9) instead of 2-bromo-4-cyclopropyl-thiazole which is made from 2-bromo-1-cyclopropyl-ethanone in Example 10. MS: calc'd (MH+) 196, measured (MH+) 196.

Sources & evidence

ORD record: ord-c893a4a227fa4434867d182a34a06ca9
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447086B2

Reaction notes

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