Ammonium trifluoroacetate → 3-Cyclopropyl-5-(2-methylsulfanyl-pyrimidin-5-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid ethyl ester

HRID 545347Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:33])[CH:5]([N:16]([CH:30]1[CH2:32][CH2:31]1)[C:17](=O)[C:18]1[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=1)[C:6]([C:8]1[CH:9]=[N:10][C:11]([S:14][CH3:15])=[N:12][CH:13]=1)=O)[CH3:2].FC(F)(F)C([O-])=O.[NH4+:41]>>[CH2:1]([O:3][C:4]([C:5]1[N:16]([CH:30]2[CH2:31][CH2:32]2)[C:17]([C:18]2[CH:19]=[CH:20][C:21]([O:24][C:25]([F:26])([F:28])[F:27])=[CH:22][CH:23]=2)=[N:41][C:6]=1[C:8]1[CH:9]=[N:10][C:11]([S:14][CH3:15])=[N:12][CH:13]=1)=[O:33])[CH3:2]

Participants

Reactant 2

HCID 2724268Ammonium trifluoroacetate

HCID 671330872-[Cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-3-(2-methylsulfanyl-pyrimidin-5-yl)-3-oxo-propionic acid ethyl ester

Product 1

HCID 671330923-Cyclopropyl-5-(2-methylsulfanyl-pyrimidin-5-yl)-2-(4-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid ethyl ester

Procedure

The title compound was prepared from 2-[cyclopropyl-(4-trifluoromethoxy-benzoyl)-amino]-3-(2-methylsulfanyl-pyrimidin-5-yl)-3-oxo-propionic acid ethyl ester in direct analogy to intermediate 8B, by reaction with ammonium trifluoroacetate. MS: 465.1 (MH+).

Sources & evidence

ORD record: ord-d739b9756aa3406a92e24a25b6c31733
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07935707B2

Reaction notes

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