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

HRID 428378

反応式

HRID 428378 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 3157Doxazosin収率 81%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
75 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-c0da6d462a2a4f0eb506784a32c61fdd
出典データセット
uspto-grants-2001_11
特許番号
US06313294B1

関連ノート

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