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

HRID 2267495ノート

反応式

HRID 2267495 の反応式
[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

参加物

5

反応物 4

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

生成物 1

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

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-b8811802518042b1ae5e4a15f9a8935b
出典データセット
uspto-grants-2010_12
特許番号
US07858796B2

反応ノート

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