1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → 1-Trifluoromethyl-cyclopropanecarboxylic acid [3-((4S,5R)-2-amino-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-4-yl)-phenyl]-amide

反応式

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

参加物

反応物 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acid

HCID 57496604[(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester

生成物 1

HCID 575161181-Trifluoromethyl-cyclopropanecarboxylic acid [3-((4S,5R)-2-amino-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-4-yl)-phenyl]-amide

実験手順

The coupling of give [(4S,5R)-4-(3-amino-phenyl)-5-ethyl-1,4-dimethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-2-yl]-carbamic acid tert-butyl ester 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]+.

出典と根拠

ORDレコード: ord-f4bd3c00ad134b539bcfdcd9ca69bf66
出典データセット: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08815881B2

反応ノート

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