Water → 3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]-benzodiazepin-6-one

HRID 1606952노트

반응식

HRID 1606952 반응식
Cl/[CH:2]=[CH:3]\[C:4]1[N:5]=[CH:6][N:7]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11](=[O:18])[N:10]([CH3:19])[CH2:9][C:8]=12.N12CCCN=C1CCCCC2.O>CN(C)C=O>[C:3]([C:4]1[N:5]=[CH:6][N:7]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[C:11](=[O:18])[N:10]([CH3:19])[CH2:9][C:8]=12)#[CH:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 867433543-[(Z)-2-chlorovinyl]-4,5-dihydro-5-methyl-6H-imidazo-[1,5-a][1,4]benzodiazepin-6-one

생성물 1

HCID 198515493-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]-benzodiazepin-6-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.20 g (8 mmol) of 3-[(Z)-2-chlorovinyl]-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one were stirred at 145° for 6 hours together with 1.43 ml (9.6 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene in 30 ml of N,N-dimethylformamide. The reaction mixture was subsequently poured into water and extracted five times with methylene chloride. The organic extracts were washed five times with water, dried over magnesium sulphate and evaporated. After chromatography of the residue on silica gel while eluting with ethyl acetate and subsequent recrystallization from ethyl acetate there was obtained 3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]-benzodiazepin-6-one of melting point 191°-193°.

후처리

  1. extractionextracted five times with methylene chloride
  2. washThe organic extracts were washed five times with water
  3. dry with materialdried over magnesium sulphate
  4. customevaporated
  5. washAfter chromatography of the residue on silica gel while eluting with ethyl acetate and subsequent recrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-27c95111841847cc9b82fb4f5ccd2467
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04863920

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