Trifluoroacetic acid → 3-(2-(4-(1-amino-2-methylpropan-2-yl)phenyl)acetyl)quinolin-4(1H)-one

HRID 1727681ノート

反応式

HRID 1727681 の反応式
C(OC(=O)[NH:7][CH2:8][C:9]([CH3:31])([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18](=[O:30])[C:19]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)=[CH:13][CH:12]=1)[CH3:10])(C)(C)C.C(O)(C(F)(F)F)=O.[OH-].[Na+]>C(Cl)Cl>[NH2:7][CH2:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([C:19]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)=[O:30])=[CH:13][CH:12]=1)([CH3:10])[CH3:31]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 66675698(2-Methyl-2-{4-[2-oxo-2-(4-oxo-1,4-dihydro-quinolin-3-yl)-ethyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

生成物 1

HCID 666753983-(2-(4-(1-amino-2-methylpropan-2-yl)phenyl)acetyl)quinolin-4(1H)-one収率 169.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(2-Methyl-2-{4-[2-oxo-2-(4-oxo-1,4-dihydro-quinolin-3-yl)-ethyl]-phenyl}-propyl)-carbamic acid tert-butyl ester (88) (0.50 g, 1.15 mmol), TFA (5 mL) and CH2Cl2 (5 mL) were combined and stirred at room temperature overnight. The reaction mixture was then neutralized with 1N NaOH. The precipitate was collected via filtration to yield the product 3-(2-(4-(1-amino-2-methylpropan-2-yl)phenyl)acetyl)quinolin-4(1H)-one as a brown solid (651 mg, 91%). HPLC ret. time 2.26 min, 10-99% CH3CN, 5 min run; ESI-MS 336.5 m/z (MH+).

後処理

  1. filtrationThe precipitate was collected via filtration

出典と根拠

ORDレコード
ord-fa87016418f044f58d25280bb7f3aa9c
出典データセット
uspto-grants-2009_02
特許番号
US07495103B2

反応ノート

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