Methanol → 4-(6,7-Dimethoxy-9H-1,3,9-triaza-fluoren-4-yl)-piperazine-1-carbothioic acid(benzo[1,3]dioxol-5-ylmethyl)-amide

HRID 2052828ノート

反応式

HRID 2052828 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[NH:8][C:7]1[N:14]=[CH:15][N:16]=[C:17]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[C:6]2=1.N1C=CC=CC=1.[Cl-].[O:31]1[C:35]2[CH:36]=[CH:37][C:38]([CH2:40][NH:41][CH:42]=[S:43])=[CH:39][C:34]=2[O:33][CH2:32]1.CO>ClCCl>[O:31]1[C:35]2[CH:36]=[CH:37][C:38]([CH2:40][NH:41][C:42]([N:21]3[CH2:20][CH2:19][N:18]([C:17]4[C:6]5[C:5]6[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=6)[NH:8][C:7]=5[N:14]=[CH:15][N:16]=4)[CH2:23][CH2:22]3)=[S:43])=[CH:39][C:34]=2[O:33][CH2:32]1

参加物

6

反応物 4

HCID 887MethanolHCID 1049PyridineHCID 142937846,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indoleHCID 86601006N-Benzo[1,3]dioxol-5-ylmethyl-thioformamide chloride

生成物 1

HCID 112374894-(6,7-Dimethoxy-9H-1,3,9-triaza-fluoren-4-yl)-piperazine-1-carbothioic acid(benzo[1,3]dioxol-5-ylmethyl)-amide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 6,7-dimethoxy-4-piperazino-9H-pyrimido[4,5-b]indole (200 mg, 0.64 mmol) and pyridine (0.5 mL, 6.4 mmol) in dichloromethane (20 mL) was added the solution of product 1c in dichloromethane (20 mL) and the mixture was stirred overnight. Methanol was added to quench excess thiophosgene, and the residue after removal of solvent was purified by silica gel column chromatography eluting with 5% methanol/dichloromethane and further recrystallized from dichloromethane/hexane to give 130 mg (40%).

後処理

  1. customto quench excess thiophosgene
  2. customthe residue after removal of solvent
  3. customwas purified by silica gel column chromatography
  4. washeluting with 5% methanol/dichloromethane
  5. customfurther recrystallized from dichloromethane/hexane
  6. customto give 130 mg (40%)

出典と根拠

ORDレコード
ord-5c1ab219b4384daf925f093389af6c0b
出典データセット
uspto-grants-2008_02
特許番号
US07326712B2

反応ノート

読み込み中…