Triethylamine → N-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl)phenyl]-2-methylbenzamide

HRID 3555

반응식

HRID 3555 반응식
[CH3:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([NH:6][C:7]1[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[CH:9][CH:8]=1)=[O:5].C(N(CC)CC)C.[CH:27]1[C:37]2[N:36]3[CH:38]=[CH:39][CH:40]=[C:35]3[CH2:34][CH2:33][NH:32][C:31]=2[CH:30]=[CH:29][CH:28]=1>C(Cl)Cl.C(OCC)(=O)C>[CH:27]1[C:37]2[N:36]3[CH:38]=[CH:39][CH:40]=[C:35]3[CH2:34][CH2:33][N:32]([C:11]([C:10]3[CH:14]=[CH:15][C:7]([NH:6][C:4](=[O:5])[C:3]4[CH:16]=[CH:17][CH:18]=[CH:19][C:2]=4[CH3:1])=[CH:8][CH:9]=3)=[O:12])[C:31]=2[CH:30]=[CH:29][CH:28]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 107074414-[(2-methylbenzoyl)amino]benzoyl ChlorideHCID 123593416,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine

생성물 1

HCID 21837085N-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl)phenyl]-2-methylbenzamide

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

To a mixture of 1.37 g (5 mmol) of 4-[(2-methylbenzoyl)amino]benzoyl chloride in 10 ml of methylene chloride, cooled to 0° C. is added 7 mmol of triethylamine and 5 mmol of 6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine. The cooling bath is removed and the reaction mixture is allowed to stir at room temperature for 48 hours. The volatiles are removed in vacuo to give a residue. The residue is dissolved in 100 ml of ethyl acetate and washed with water, 2N citric acid, aqueous NaHCO3 and brine. The solution is dried with Na2SO4 and the solvent removed in vacuo to give a solid. The solid is triturated with ether-hexane to give the desired product, mass spectrum (CI): 422(M+H).

후처리

  1. customThe cooling bath is removed
  2. customThe volatiles are removed in vacuo
  3. customto give a residue
  4. washwashed with water, 2N citric acid, aqueous NaHCO3 and brine
  5. dry with materialThe solution is dried with Na2SO4
  6. customthe solvent removed in vacuo
  7. customto give a solid
  8. customThe solid is triturated with ether-hexane

출처 및 근거

ORD 기록
ord-5681035ee10241e3b5bb6098bf1ffd50
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733905

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