2-Benzofurancarbonyl chloride → HCID 68710769, 화합물

HRID 29316

반응식

HRID 29316 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([N:17]([CH3:26])[C@@H:18]([C:22]([O:24][CH3:25])=[O:23])[CH:19]([CH3:21])[CH3:20])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[O:27]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[CH:29]=[C:28]1[C:36](Cl)=[O:37].C(N(CC)C(C)C)(C)C>ClCCl>[O:27]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[CH:29]=[C:28]1[C:36]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([S:14]([N:17]([CH3:26])[C@@H:18]([C:22]([O:24][CH3:25])=[O:23])[CH:19]([CH3:21])[CH3:20])(=[O:16])=[O:15])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1)=[O:37]

참가 물질

5

반응물 3

HCID 389492-Benzofurancarbonyl chlorideHCID 81531DiisopropylethylamineHCID 59150916methyl N-[(4'-amino-1,1'-biphenyl-4-yl)sulfonyl]-N-methyl-D-valinate

생성물 1

HCID 68710769HCID 68710769, 화합물수율 86.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To 0.11 g of methyl N-[(4′-amino-1,1′-biphenyl-4-yl)sulfonyl]-N-methyl-D-valinate in 4 mL dichloromethane cooled in ice bath, was added 0.058 g of 2-benzofurancarbonyl chloride, and N,N-diisopropylethylamine (0.15 mL) was dropped in. The reaction was stirred at room temperature overnightand then diluted with dichloromethane. The organic layer was washed with water, 5% HCl, and brine, dried over sodium sulfate, filtered, concentrated, and purified by column chromatography eluting with hexane:ethyl acetate (2:1) to provide 0.13 g of methyl N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-N-methyl-D-valinate. Yield 86.6%. m.p. 67-69° C. MS: 521.3 (M+H)+.

후처리

  1. additionwas dropped in
  2. washThe organic layer was washed with water, 5% HCl, and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified by column chromatography
  7. washeluting with hexane:ethyl acetate (2:1)

출처 및 근거

ORD 기록
ord-0587f10292e2495193029e1e95053a0f
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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