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 1465421노트

반응식

HRID 1465421 반응식
[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

참가 물질

6

반응물 4

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

생성물 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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-41f617e46bee4451881d8d6e13dc5692
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999988B2

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