1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → HCID 57516119, compound

HRID 2409138Notes

Reaction equation

HRID 2409138 reaction equation
C(OC(=O)[NH:7][C:8]1[N:9]([CH3:23])[C:10](=[O:22])[CH2:11][C@:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([NH2:21])[CH:16]=2)([CH3:14])[N:13]=1)(C)(C)C.[F:25][C:26]([F:34])([F:33])[C:27]1([C:30](O)=[O:31])[CH2:29][CH2:28]1>>[NH2:7][C:8]1[N:9]([CH3:23])[C:10](=[O:22])[CH2:11][C@:12]([C:15]2[CH:16]=[C:17]([NH:21][C:30]([C:27]3([C:26]([F:34])([F:33])[F:25])[CH2:29][CH2:28]3)=[O:31])[CH:18]=[CH:19][CH:20]=2)([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 57496586HCID 57496586, compound2×

Product 1

HCID 57516119HCID 57516119, compound

Procedure

The coupling of [(S)-4-(3-amino-phenyl)-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester (intermediate F3) and 1-trifluoromethyl-cyclopropanecarboxylic acid followed by deprotection of the intermediate yielded the title compound as a white solid. MS (ESI): m/z=369.2 [M+H]+.

Sources & evidence

ORD record
ord-9ad0351910cd47bd9b73d84d359f8de8
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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