Triethylamine → Terazosin

HRID 619669

반응식

HRID 619669 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[N:3]=1.C(N(CC)CC)C.[O:29]1[CH2:33][CH2:32][CH2:31][CH:30]1[C:34](Cl)=[O:35]>C(Cl)Cl>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:2]([NH2:1])=[N:3][C:4]([N:16]3[CH2:21][CH2:20][N:19]([C:34]([CH:30]4[O:29][CH2:33][CH2:32][CH2:31]4)=[O:35])[CH2:18][CH2:17]3)=[N:5][C:6]2=[CH:7][C:8]=1[O:14][CH3:15]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 551254Tetrahydro-2-furancarbonyl chlorideHCID 6162672-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline

생성물 1

HCID 5401Terazosin수율 154.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-5 °C

실험 절차

37.6 g 4-amino-2-(1-piperazinyl)-6,7-dimethoxyquinazoline and 15.8 g triethylamine are suspended in 400 ml methylene chloride. The suspension is cooled to -5° C. This suspension is stirred while 21.0 g tetrahydrofuran-2-carboxylic acid chloride are added drop by drop. The suspension is continued to be stirred for two hours at 0° C., thereafter the solvent is distilled off under vacuum. 200 ml methanol and 200 ml acetone are added to the residue. The resulting suspension is kept under reflux for 0.5 hours while stirring. Thereafter, it is cooled to 0° C. The product is isolated by filtration. 78 g of moist terazosin base are obtained.

후처리

  1. additionare added drop by drop
  2. distillationthe solvent is distilled off under vacuum
  3. addition200 ml methanol and 200 ml acetone are added to the residue
  4. temperatureunder reflux for 0.5 hours
  5. stirringwhile stirring
  6. temperatureThereafter, it is cooled to 0° C
  7. customThe product is isolated by filtration

출처 및 근거

ORD 기록
ord-30e79277aa3a428797898df30a3543a7
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05959108

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