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Tetrahydrofuran → N-{2-[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide

HRID 1994685
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HRID 1994685 반응식
[CH3:1][N:2]([S:22]([C:25]1[S:26][CH:27]=[CH:28][CH:29]=1)(=[O:24])=[O:23])[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]([C:12]1[S:16][C:15]([C:17](OCC)=[O:18])=[N:14][N:13]=1)=[CH:8]2.O1CCCC1.[BH4-].[Na+]>CO>[OH:18][CH2:17][C:15]1[S:16][C:12]([C:9]2[NH:10][C:11]3[C:7]([CH:8]=2)=[CH:6][CH:5]=[CH:4][C:3]=3[N:2]([CH3:1])[S:22]([C:25]2[S:26][CH:27]=[CH:28][CH:29]=2)(=[O:24])=[O:23])=[N:13][N:14]=1
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참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 136037568Ethyl 5-(7-[methyl(2-thienylsulfonyl)amino]-1h-indol-2-yl)-1,3,4-thiadiazole-2-carboxylate

생성물 1

HCID 136037567N-{2-[5-(hydroxymethyl)-1,3,4-thiadiazol-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide수율 94.3%

시약·촉매·용매 1

HCID 887Methanol
용매

실험 절차

To a mixture of ethyl 5-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-1,3,4-thiadiazole-2-carboxylate (1.38 g), tetrahydrofuran (20 ml) and methanol (4 ml) was added sodium borohydride (0.26 g), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated, and water was added to the residue. The resulting crystals were collected by filtration, washed with water, and dried to give the title compound (1.18 g, yield 94%) as colorless crystals. melting point 259-260° C. (decomposition).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added to the residue
  3. filtrationThe resulting crystals were collected by filtration
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-f997fb41aa664563b267c03761a6a6d9
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07652133B2

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