Triethylamine → Terazosin

HRID 619669

反応式

HRID 619669 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]([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]

参加物

5

反応物 3

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

生成物 1

HCID 5401Terazosin収率 154.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-30e79277aa3a428797898df30a3543a7
出典データセット
uspto-grants-1999_09
特許番号
US05959108

関連ノート

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