三氟乙酸 → 3-(2-(4-(1-amino-2-methylpropan-2-yl)phenyl)acetyl)quinolin-4(1H)-one

HRID 401444笔记

反应方程式

HRID 401444 反应方程式
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]

参与物

5

反应物 3

HCID 6422三氟乙酸HCID 14798氢氧化钠HCID 66675698(2-Methyl-2-{4-[2-oxo-2-(4-oxo-1,4-dihydro-quinolin-3-yl)-ethyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

产物 1

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

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

(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+).

后处理

  1. filtrationThe precipitate was collected via filtration

来源与证据

ORD记录
ord-6c0d72c7712147b0bc54bb37e1511c0c
来源数据集
uspto-grants-2014_06
专利号
US08741925B2

反应笔记

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