2-Chloro-6,7-dimethoxy-4-quinazolinamine → Doxazosin

HRID 428378

반응식

HRID 428378 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](Cl)[N:3]=1.[O:17]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[O:20][CH2:19][CH:18]1[C:27]([N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)=[O:28]>C(O)CCC>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:2]([NH2:1])=[N:3][C:4]([N:32]3[CH2:33][CH2:34][N:29]([C:27]([CH:18]4[O:17][C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[O:20][CH2:19]4)=[O:28])[CH2:30][CH2:31]3)=[N:5][C:6]2=[CH:7][C:8]=1[O:14][CH3:15]

참가 물질

4

반응물 2

HCID 902352-Chloro-6,7-dimethoxy-4-quinazolinamineHCID 2735449N-1,4-Benzodioxane-2-carbonyl piperazine

생성물 1

HCID 3157Doxazosin수율 81%

시약·촉매·용매 1

HCID 2631-Butanol용매

반응 조건

온도
75 °C

실험 절차

4-amino-2-chloro-6,7-dimethoxyquinazoline (3.2 g, 13.35 mmol) and compound 1 (3.4 g, 13.75 mmol) prepared from Example 3 were dissolved in 72 mL of n-butanol. The mixture was refluxed under nitrogen for 3.5 hours. After cooling to 75° C., the solid product was obtained by filtration and dried to afford 5.25 g of hydrochloride salt of Doxazosin (10.76 mmol, 81% yield). 1 N NaOH solution was added to the salt. The mixture was heated to help the salt dissolved. After cooling, the mixture was extracted with 150 mL of dichloromethane twice. The organic layer was dried with anhydrous sodium sulfate and concentrated to afford 4.61 g of Doxazosin.

후처리

  1. temperatureThe mixture was refluxed under nitrogen for 3.5 hours
  2. customthe solid product was obtained by filtration
  3. customdried

출처 및 근거

ORD 기록
ord-c0da6d462a2a4f0eb506784a32c61fdd
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313294B1

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