Cesium carbonate → Tert-butyl {4-[4-(4-methoxybenzylamino)-3-(3-methoxyphenyl)pyrrolo[3,2-c]pyridin-1-yl]butyl)carbamate

HRID 536207

反応式

HRID 536207 の反応式
[CH3:1][O:2][C:3]1[CH:27]=[CH:26][C:6]([CH2:7][NH:8][C:9]2[C:14]3[C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=4)=[CH:16][NH:17][C:13]=3[CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1.[C:28]([NH:35][CH2:36][CH2:37][CH2:38][CH2:39]Br)([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C:9]2[C:14]3[C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=4)=[CH:16][N:17]([CH2:39][CH2:38][CH2:37][CH2:36][NH:35][C:28](=[O:29])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[C:13]=3[CH:12]=[CH:11][N:10]=2)=[CH:26][CH:27]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 10868765tert-butyl N-(4-bromobutyl)carbamateHCID 59765091(4-methoxybenzyl)-(3-(3-methoxyphenyl)-1H-pyrrolo-[3,2-c]pyridin-4-yl]amine

生成物 1

HCID 59765096Tert-butyl {4-[4-(4-methoxybenzylamino)-3-(3-methoxyphenyl)pyrrolo[3,2-c]pyridin-1-yl]butyl)carbamate収率 102.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

450 mg (1.1 mmol) of (4-methoxybenzyl)-[3-(3-methoxyphenyl)-1H-pyrrolo-[3,2-c]pyridin-4-yl]amine from Example B3, 428 mg (1.7 mmol) of 4-(BOC-amino)butyl bromide and 0.9 g (2.8 mmol) of caesium carbonate in 60 ml of DMF are warmed to 60° C. over the course of 12 h. Aqueous work-up at RT and chromatographic purification gives 600 mg (82%) of a colourless oil.

後処理

  1. customAqueous work-up at RT and chromatographic purification

出典と根拠

ORDレコード
ord-56aef82dd0ec4eaf9807051269131f47
出典データセット
uspto-grants-2014_10
特許番号
US08859581B2

関連ノート

読み込み中…