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Water → 5-Chloro-7,8-dimethoxy-1-n-propyl-1,3-dihydro-1,4-benzodiazepin-2-one

HRID 1297097
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HRID 1297097 반응식
[Cl:1][C:2]1[C:8]2[CH:9]=[C:10]([O:15][CH3:16])[C:11]([O:13][CH3:14])=[CH:12][C:7]=2[N:6]([CH3:17])[C:5](=[O:18])[CH2:4][N:3]=1.[C:19]1(B(O)O)C=CC=C[CH:20]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].O>CN(C=O)C>[Cl:1][C:2]1[C:8]2[CH:9]=[C:10]([O:15][CH3:16])[C:11]([O:13][CH3:14])=[CH:12][C:7]=2[N:6]([CH2:17][CH2:19][CH3:20])[C:5](=[O:18])[CH2:4][N:3]=1
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6

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HCID 962WaterHCID 62657Potassium Phosphate, TribasicHCID 66827Phenylboronic AcidHCID 691548525-Chloro-7,8-dimethoxy-1-methyl-1,3-dihydro-1,4-benzodiazepin-2-one

생성물 1

HCID 694609705-Chloro-7,8-dimethoxy-1-n-propyl-1,3-dihydro-1,4-benzodiazepin-2-one수율 55.6%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
115 °C

실험 절차

Heat at 115° C. for 12 hours under an inert atmosphere a mixture of 200 mg (0.74 mmol) of 5-chloro-7,8-dimethoxy-1-methyl-1,3-dihydro-1,4-benzodiazepin-2-one XVIIIaa, 109 mg (0.89 mmol) of benzene boronic acid, 182 mg (0.86 mmol) of K3PO4, 23 mg (0.020 mmol) of tetrakis(triphenylphosphine)Pd(0) in 5 ml of DMF. Allow to cool to room temperature. Add 80 ml of H2O and extract three times with 50 ml of Et2O. Dry the organic fractions on Na2SO4. Purify by chromatography (AcOEt). Recrystallize in EtOH. One obtains 122 mg of the abovenamed product in the form of colorless crystals.

후처리

  1. temperatureto cool to room temperature
  2. extractionextract three times with 50 ml of Et2O
  3. customDry the organic fractions on Na2SO4
  4. customPurify by chromatography (AcOEt)
  5. customRecrystallize in EtOH

출처 및 근거

ORD 기록
ord-f5a3bffe676b4aca9ec5a97b8b29b404
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07250410B2

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