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Potassium Carbonate → 6-{4-[4-(5-chloro-1H-indole-2-sulphonyl)-piperazine-1-carbonyl]-phenyl}-2-[2-(2-methoxy-ethoxy)-ethyl]-2H-pyridazin-3-one

HRID 28399
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HRID 28399 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([S:11]([N:14]1[CH2:19][CH2:18][N:17]([C:20]([C:22]3[CH:27]=[CH:26][C:25]([C:28]4[N:33]=[N:32][C:31]([OH:34])=[CH:30][CH:29]=4)=[CH:24][CH:23]=3)=[O:21])[CH2:16][CH2:15]1)(=[O:13])=[O:12])=[CH:5]2.C(=O)([O-])[O-].[K+].[K+].Br[CH2:42][CH2:43][O:44][CH2:45][CH2:46][O:47][CH3:48]>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([S:11]([N:14]1[CH2:15][CH2:16][N:17]([C:20]([C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:29]=[CH:30][C:31](=[O:34])[N:32]([CH2:42][CH2:43][O:44][CH2:45][CH2:46][O:47][CH3:48])[N:33]=4)=[CH:24][CH:23]=3)=[O:21])[CH2:18][CH2:19]1)(=[O:13])=[O:12])=[CH:5]2
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 1235321-Bromo-3,6-dioxaheptaneHCID 178519419HCID 178519419, 화합물

생성물 1

HCID 113654326-{4-[4-(5-chloro-1H-indole-2-sulphonyl)-piperazine-1-carbonyl]-phenyl}-2-[2-(2-methoxy-ethoxy)-ethyl]-2H-pyridazin-3-one수율 36%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

6-[4-({4-[(5-Chloro-1H-indol-2-yl)sulphonyl]piperazin-1-yl}carbonyl)phenyl]-pyridazin-3-ol (see WO 99/57113, 0.054 gram, 0.11 mmol), 0.016 gram of anhydrous potassium carbonate (0.11 mmol, 1.0 eq.) and 0.02 gram of 1-bromo-2-(2-methoxy-ethoxy)ethane (0.11 mmol, 1.0 eq.) were mixed in 1.5 mL of dry N,N-dimethylform-amide. The mixture was treated with microwave at 150° C. for 1 hour. Without any work-up, purification was performed on preparative HPLC, which gave 0.023 gram of 6-{4-[4-(5-chloro-1H-indole-2-sulphonyl)-piperazine-1-carbonyl]-phenyl}-2-[2-(2-methoxy-ethoxy)-ethyl]-2H-pyridazin-3-one (yield 36%).

후처리

  1. additionThe mixture was treated with microwave at 150° C. for 1 hour
  2. customWithout any work-up, purification

출처 및 근거

ORD 기록
ord-8dd19348367d4871a2bcb02732782199
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07419979B2

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