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5-[5-(hydroxymethyl)-2-thienyl]-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide → 5-(5-formyl-2-thienyl)-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide

HRID 2267497
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인쇄 미리보기

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HRID 2267497 반응식
[OH:1][CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:9]=[C:10]3[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=2)[NH:13][CH:12]=[C:11]3[CH:20]2[CH2:25][CH2:24][N:23]([S:26]([CH2:29][CH2:30][CH2:31][N:32]3[CH2:36][CH2:35][CH2:34][CH2:33]3)(=[O:28])=[O:27])[CH2:22][CH2:21]2)=[CH:5][CH:4]=1>C1COCC1.O=[Mn]=O>[CH:2]([C:3]1[S:7][C:6]([C:8]2[CH:9]=[C:10]3[C:14](=[C:15]([C:17]([NH2:19])=[O:18])[CH:16]=2)[NH:13][CH:12]=[C:11]3[CH:20]2[CH2:21][CH2:22][N:23]([S:26]([CH2:29][CH2:30][CH2:31][N:32]3[CH2:33][CH2:34][CH2:35][CH2:36]3)(=[O:27])=[O:28])[CH2:24][CH2:25]2)=[CH:5][CH:4]=1)=[O:1]
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참가 물질

4

반응물 1

HCID 116207245-[5-(hydroxymethyl)-2-thienyl]-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide

생성물 1

HCID 590033315-(5-formyl-2-thienyl)-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide수율 58.1%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-[5-(hydroxymethyl)-2-thienyl]-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indole-7-carboxamide (14.4 mg, 0.027 mmol) in THF (5 mL) was added MnO2(71.7 mg, 0.81 mmol). The reaction mixture was stirred at room temperature overnight and filtered through a pad of celite after that. The filtrate was collected and concentrated at reduced pressure to give the crude product (8.3 mg, 58%), which was used in the next step without further purification.

후처리

  1. filtrationfiltered through a pad of celite after that
  2. customThe filtrate was collected
  3. concentrationconcentrated at reduced pressure

출처 및 근거

ORD 기록
ord-2b5582bb7dcf4119a9194189032fc4c5
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07858796B2

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