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Triphenylphosphine → HCID 59632228, 화합물

HRID 2369054
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HRID 2369054 반응식
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[C:31]([C:32]2[S:33][C:34]([C:37]3[CH:42]=[CH:41][CH:40]=[C:39]([S:43]([CH3:46])(=[O:45])=[O:44])[CH:38]=3)=[CH:35][CH:36]=2)=[CH:30][C:29]([CH2:47]O)=[N:28]1.C1C(=O)N([Br:56])C(=O)C1>C(Cl)Cl>[Br:56][CH2:47][C:29]1[CH:30]=[C:31]([C:32]2[S:33][C:34]([C:37]3[CH:42]=[CH:41][CH:40]=[C:39]([S:43]([CH3:46])(=[O:45])=[O:44])[CH:38]=3)=[CH:35][CH:36]=2)[N:27]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[Cl:20])[N:28]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 67184N-bromobutanimideHCID 59632050HCID 59632050, 화합물

생성물 1

HCID 59632228HCID 59632228, 화합물수율 54%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

PPh3 (4.36 g, 16.62 mmol) was added at 0° C. to a stirred solution of [1-(2-chlorophenyl)-5-{5-[3-(methylsulfonyl)phenyl]-2-thienyl}-1H-pyrazol-3-yl]methanol (6.15 g, 13.85 mmol) in dry DCM. After 30 min, NBS (2.72 g, 15.28 mmol) was added portionwise at 0° C., and the mixture was stirred at it overnight. The solvent was removed in vacuo, and the crude product was purified by flash chromatography (0-50% EtOAc/hexanes) to afford 3-bromomethyl-1-(2-chlorophenyl)-5-{5-[3-(methylsulfonyl)phenyl]-thiophen-2-yl]-1H-pyrazole as a pale-yellow solid (3.6 g, 54%).

후처리

  1. customThe solvent was removed in vacuo
  2. customthe crude product was purified by flash chromatography (0-50% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-fde59e5661494920864754ac2ffaee8f
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08703805B2

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