Water → Tert-butyl 4-(6-bromopyridin-3-yl)-1,4-diazepane-1-carboxylate

HRID 2182270

反応式

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9][CH2:8]2)[CH:2]=1.[Br:21]N1C(=O)CCC1=O.O>C(#N)C>[Br:21][C:6]1[N:1]=[CH:2][C:3]([N:7]2[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9][CH2:8]2)=[CH:4][CH:5]=1

参加物

反応条件

温度: 0 °C

実験手順

1-(3-Pyridyl)-4-tert-butoxycarbonyl homopiperazine (25.0 g, 90.1 mmol) was solved in acetonitrile (400 ml) and cooled to 0° C. N-Bromosuccinimide (19.3 g, 108.2 mmol) was added during 10 min. Water (400 ml) was added and the mixture was extracted twice with diethyl ether (200 ml). Chromatography on silica gel with a mixture of petroleum: ethyl acetate (1:1) gave the title compound as free base. Yield 18.7 g, 58%.

後処理

extractionthe mixture was extracted twice with diethyl ether (200 ml)
additionChromatography on silica gel with a mixture of petroleum: ethyl acetate (1:1)

出典と根拠

ORDレコード: ord-ef958457bc004d1daadb6440c6752247
出典データセット: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06897219B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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