反応式
[Cl-].[Al+3].[Cl-].[Cl-].[Cl-].[Al+3].[Li+].[Cl-].[Cl-].[Cl-].[NH2:11][C:12]1[S:13][C:14]2[CH2:20][CH:19]([C:21]([N:23]3[CH2:28][CH:27]=[C:26]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:25][CH2:24]3)=O)[CH2:18][CH2:17][C:15]=2[N:16]=1>C(OCC)C.O1CCCC1>[C:29]1([C:26]2[CH2:27][CH2:28][N:23]([CH2:21][CH:19]3[CH2:18][CH2:17][C:15]4[N:16]=[C:12]([NH2:11])[S:13][C:14]=4[CH2:20]3)[CH2:24][CH:25]=2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 2
実験手順
An ice-cold solution of aluminum chloride (0.80 g) in 20 ml of diethyl ether is added dropwise to a suspension of lithium aluminum chloride (0.65 g) in 30 ml of tetrahydrofuran and 30 ml of diethyl ether under nitrogen. The mixture is stirred at room temperature for 15 minutes and a solution of (±)-1-[(2-amino-4,5,6,7-tetrahydro-6-benzothiazolyl)-carbonyl]-1,2,3,6-tetrahydro-4-phenylpyridine (3.5 g) (Example 6a) in 50 ml of tetrahydrofuran is added dropwise. The reaction mixture is stirred at 40° C. for 30 minutes. After cooling in an ice bath, the reaction is quenched by careful addition of 4 ml of a 10% solution of hydrochloric acid, 4 ml of a 30% solution of sodium hydroxide and 4 ml of water. The salts that precipitate are filtered through Celite and the filtrate evaporated and purified by MPLC (silica; 5% methanol, 95% dichloromethane). The title compound is obtained as a beige solid; mp 187° -190° C.
後処理
- stirringThe reaction mixture is stirred at 40° C. for 30 minutes
- temperatureAfter cooling in an ice bath
- customthe reaction is quenched by careful addition of 4 ml of a 10% solution of hydrochloric acid, 4 ml of a 30% solution of sodium hydroxide and 4 ml of water
- filtrationThe salts that precipitate are filtered through Celite
- customthe filtrate evaporated
- custompurified by MPLC (silica; 5% methanol, 95% dichloromethane)
出典と根拠
- ORDレコード
- ord-151d200451404f31b9ba084a84df4a28
- 出典データセット
- uspto-grants-1991_01
- 特許番号
- US04988699
関連ノート
読み込み中…