Potassium Carbonate → 5-bromo-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide

HRID 2267495노트

반응식

HRID 2267495 반응식
[NH2:1]S(N)(=O)=O.[Br:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](C(N)=O)=[C:10]2[CH:19]1[CH2:24][CH2:23][N:22]([S:25]([CH2:28][CH2:29][CH2:30]Cl)(=[O:27])=[O:26])[CH2:21][CH2:20]1.[NH:32]1[CH2:36][CH2:35][CH2:34][CH2:33]1.[C:37]([O-:40])([O-])=O.[K+].[K+]>>[Br:6][C:7]1[CH:8]=[C:9]2[C:13](=[C:14]([C:37]([NH2:1])=[O:40])[CH:15]=1)[NH:12][CH:11]=[C:10]2[CH:19]1[CH2:20][CH2:21][N:22]([S:25]([CH2:28][CH2:29][CH2:30][N:32]2[CH2:36][CH2:35][CH2:34][CH2:33]2)(=[O:27])=[O:26])[CH2:23][CH2:24]1

참가 물질

5

반응물 4

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 82267SulfamideHCID 687912945-bromo-3-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-1H-indole-carboxamide

생성물 1

HCID 590033005-bromo-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide수율 87%

실험 절차

Following the general procedure for aminosulfonamide formation outlined in example 2, 5-bromo-3-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-1H-indole-carboxamide (656 mg, 1.41 mmol) and pyrrolidine (505 mg, 7.05 mmol) were allowed to react in the presence of K2CO3 (389.16 mg, 2.82 mmol). The resulting residue was purified by reverse phase HPLC eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) to give the title compound (600 mg, 87%).

후처리

  1. customThe resulting residue was purified by reverse phase HPLC
  2. washeluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid)

출처 및 근거

ORD 기록
ord-b8811802518042b1ae5e4a15f9a8935b
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858796B2

반응 노트

불러오는 중…