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Dichloromethane → HCID 67067838, 화합물

HRID 1037405
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HRID 1037405 반응식
[C:1]([O:5][C:6](=[O:36])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:27](=[O:28])[C:26]4[C:21](=[C:22](Br)[CH:23]=[CH:24][CH:25]=4)[O:20][C:19]=3[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].ClCCl.C(N(CC)CC)C>CO>[CH3:1][O:5][C:6]([C:22]1[CH:23]=[CH:24][CH:25]=[C:26]2[C:21]=1[O:20][C:19]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[C:18]([C:15]1[CH:16]=[CH:17][C:12]([C:8]3([NH:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:36])[CH2:11][CH2:10][CH2:9]3)=[CH:13][CH:14]=1)[C:27]2=[O:28])=[O:36]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 67067700{1-[4-(8-Bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

생성물 1

HCID 67067838HCID 67067838, 화합물수율 200.1%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

{1-[4-(8-Bromo-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (200 mg, 0.367 mmol), and [1,1′-bis(diphenylphosphino)-ferrocene]dischloropalladium(II) complex with dichloromethane (60 mg, 0.073 mmol) were loaded into a microwave vial. The vial was sealed and a solution of triethylamine (0.102 mL, 0.732 mmol) in MeOH (4 mL) was added. The vial was evacuated and flushed twice with argon, followed by carbon monoxide. The reaction mixture was heated conventionally at 50° C. under an atmosphere of carbon monoxide for 18 h. The reaction mixture was allowed to cool to RT and was concentrated in vacuo. The resultant residue was subjected to flash chromatography (SiO2, gradient 0 to 10% EtOAc in DCM) to give the title compound as a gum (193 mg, 100%). LCMS (Method G): RT=4.41 min, [M+H]+=526.

후처리

  1. customThe vial was sealed
  2. customThe vial was evacuated
  3. customflushed twice with argon
  4. temperatureto cool to RT
  5. concentrationwas concentrated in vacuo

출처 및 근거

ORD 기록
ord-8dcb59a87b64480fbc8f541dc426c8b6
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546376B2

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