1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → HCID 57516141, compound

HRID 2409139Notes

Reaction equation

HRID 2409139 reaction equation
C(OC(=O)[NH:7][C:8]1[N:9]([CH3:25])[C:10](=[O:24])[CH2:11][C@:12]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=2)([CH2:14][CH2:15][CH3:16])[N:13]=1)(C)(C)C.[F:27][C:28]([F:36])([F:35])[C:29]1([C:32](O)=[O:33])[CH2:31][CH2:30]1>>[NH2:7][C:8]1[N:9]([CH3:25])[C:10](=[O:24])[CH2:11][C@:12]([C:17]2[CH:18]=[C:19]([NH:23][C:32]([C:29]3([C:28]([F:36])([F:35])[F:27])[CH2:31][CH2:30]3)=[O:33])[CH:20]=[CH:21][CH:22]=2)([CH2:14][CH2:15][CH3:16])[N:13]=1

Participants

3

Reactant 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 57496599HCID 57496599, compound2×

Product 1

HCID 57516141HCID 57516141, compound

Procedure

The coupling of [(S)-4-(3-amino-phenyl)-1-methyl-6-oxo-4-propyl-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (intermediate F5) and 1-trifluoromethyl-cyclopropanecarboxylic acid followed by deprotection of the intermediate yielded the title compound as a white solid. MS (ESI): m/z=397.2 [M+H]+.

Sources & evidence

ORD record
ord-0b3b257a4c544452a019feea5720e1d3
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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