1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid → tert-Butyl [1-({3-[(phenylcarbonyl)amino]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)cyclopropyl]carbamate

HRID 876249

反応式

[C:1]([O:5][C:6]([NH:8][C:9]1([C:12]([OH:14])=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:39][C:40]([F:63])([F:62])[C:41]1[CH:46]=[CH:45][C:44]([CH:47]2[CH2:52][NH:51][CH2:50][CH:49]([NH:53][C:54](=[O:61])[C:55]3[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=3)[CH2:48]2)=[CH:43][CH:42]=1>CN(C)C1C=CN=CC=1.CN(C=O)C>[C:55]1([C:54]([NH:53][CH:49]2[CH2:48][CH:47]([C:44]3[CH:43]=[CH:42][C:41]([C:40]([F:63])([F:39])[F:62])=[CH:46][CH:45]=3)[CH2:52][N:51]([C:12]([C:9]3([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:10][CH2:11]3)=[O:14])[CH2:50]2)=[O:61])[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=1

参加物

実験手順

125 mg (0.62 mmol) of 1-[(tert-butoxycarbonyl)amino]cyclopropanecarboxylic acid together with 295 mg (0.78 mmol) of HATU and 127 mg (1.03 mmol) of 4-dimethylaminopyridine were initially charged in 8 ml of DMF, and 180 mg (0.52 mmol) of N-{5-[4-(trifluoromethyl)phenyl]piperidin-3-yl}benzamide were added. The reaction mixture was stirred overnight at RT and then purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 179 mg (65% of theory)

後処理

custompurified by preparative HPLC (Reprosil C18, water/acetonitrile gradient)

出典と根拠

ORDレコード: ord-8ea063b93a354571a54fa3ca7b829174
出典データセット: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08987248B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

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