Water → (2,9-Dichloro-6-oxo-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-carbamic acid tert-butyl ester

HRID 2375117ノート

反応式

HRID 2375117 の反応式
COC(C1[NH:6][C:7]2[CH:8]=[C:9]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:10]=[C:11]3[C:17](=[O:18])[NH:16][N:15]=[CH:14][C:13]=1[C:12]=23)=O.[Cl:27]N1C(=O)CCC1=O.O.[CH:36]([Cl:39])(Cl)Cl>CN(C)C=O>[C:23]([O:22][C:20](=[O:21])[NH:19][C:9]1[CH:10]=[C:11]2[C:17](=[O:18])[NH:16][N:15]=[CH:14][C:13]3=[C:36]([Cl:39])[NH:6][C:7]([C:8]=1[Cl:27])=[C:12]23)([CH3:26])([CH3:25])[CH3:24]

参加物

6

反応物 4

HCID 962WaterHCID 6212Chloroform3 回HCID 31398ChlorosuccinimideHCID 1361816128-tert-Butoxycarbonylamino-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indole-2-carboxylic acid methyl ester

生成物 1

HCID 136181636(2,9-Dichloro-6-oxo-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)-carbamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
60 °C

実験手順

To a solution of Intermediate 147(c) of Example 147 (1.5 g, 5 mmol) in CHCl3 (10 mL) and N,N-dimethylformamide (15 mL), was added N-chlorosuccinimide (701 mg, 5.25 mmol). The mixture was heated to 60° C. and stirred for 3 hours. Chloroform, N,N-dimethylformamide and water were added. Following extractive work-up with chloroform, the organic layer was dried over Na2SO4 and filtered. Evaporation of the volatile components gave a deep brown residue to which methanol was added. Filtration and collection of the solids gave the title compound (648 mg) as deep brown solid whose purity by NMR and HPLC was estimated to be about 70%.

後処理

  1. dry with materialthe organic layer was dried over Na2SO4
  2. filtrationfiltered
  3. customEvaporation of the volatile components
  4. customgave a deep brown residue to which methanol
  5. additionwas added
  6. filtrationFiltration and collection of the solids

出典と根拠

ORDレコード
ord-db2fa96b11534e0dacf834a69166da8e
出典データセット
uspto-grants-2008_12
特許番号
US07462713B2

反応ノート

読み込み中…