2,4-Dichloro-6-methylquinoline → 4-(4-Chloro-6-methylquinolin-2-yl)-8-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

HRID 539993ノート

反応式

HRID 539993 の反応式
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]2[CH2:7][NH:8][CH2:9][CH2:10][S:11][C:5]=2[CH:4]=1.Cl[C:15]1[CH:24]=[C:23]([Cl:25])[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH3:26])[CH:21]=2)[N:16]=1>C(O)CCC>[Cl:25][C:23]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([CH3:26])[CH:21]=2)[N:16]=[C:15]([N:8]2[CH2:7][C:6]3[CH:12]=[CH:13][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[S:11][CH2:10][CH2:9]2)[CH:24]=1

参加物

4

反応物 2

HCID 27546682,4-Dichloro-6-methylquinolineHCID 857659308-Methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

生成物 1

HCID 712555524-(4-Chloro-6-methylquinolin-2-yl)-8-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine収率 50%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
160 °C

実験手順

A mixture of 8-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (0.63 g, 3.2 mmol), 2,4-dichloro-6-methylquinoline (0.68 g, 3.2 mmol) and n-butanol (4 mL) was heated with stirring in a 5 mL of microwave process vial for 2.5 hours at 160° C. under microwave irradiation. The solvent was removed by concentration in vacuo. The residue was dissolved in a mixture solvent of ethanol and dichloromethane and then concentrated in vacuo to remove dichloromethane. The formed precipitate was collected by filtration, which was washed with diethyl ether and petroleum ether, dried in vacuo to afford 0.59 g of the product as a pale white solid (yield was 50%). MS obsd. (ESI+) [(M+H)+] 371.

後処理

  1. temperaturewas heated
  2. customThe solvent was removed by concentration in vacuo
  3. dissolutionThe residue was dissolved in a mixture solvent of ethanol and dichloromethane
  4. concentrationconcentrated in vacuo
  5. customto remove dichloromethane
  6. filtrationThe formed precipitate was collected by filtration, which
  7. washwas washed with diethyl ether and petroleum ether
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-4e1218206b1b4e1eba2589a356cb2bdd
出典データセット
uspto-grants-2014_10
特許番号
US08871756B2

反応ノート

読み込み中…