Water → 6-{[4-Hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]acetyl}-3,4-dihydroquinolin-2(1h)-one

HRID 50854ノート

反応式

HRID 50854 の反応式
Cl[CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2)=[O:4].[CH3:16][O:17][C:18]1[CH:19]=[C:20]([C:24]2([OH:30])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1.C(N(CC)CC)C.O>CN(C=O)C>[OH:30][C:24]1([C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([O:17][CH3:16])[CH:19]=2)[CH2:25][CH2:26][N:27]([CH2:2][C:3]([C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][CH:14]=2)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]3)=[O:4])[CH2:28][CH2:29]1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 10910764-(3-Methoxyphenyl)piperidin-4-olHCID 49617906-(2-Chloroacetyl)-1,2,3,4-tetrahydroquinolin-2-one

生成物 1

HCID 227369406-{[4-Hydroxy-4-(3-methoxyphenyl)-1-piperidinyl]acetyl}-3,4-dihydroquinolin-2(1h)-one収率 46%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 6-(Chloroacetyl)-3,4-dihydroquinolin-2(1H)-one (7.30 g, 32.7 mmol) in DMF (32 ml) were added 4-(3-methoxyphenyl)-4-piperidinol (J. Labelled Compd. Radiopharm., 41, p464, 1998). (8.12 g, 39.2 mmol) and triethylamine (13.7 ml, 98.0 mmol) at room temperature under nitrogen. The reaction mixture was stirred for 4 hours at room temperature and poured into water (80 ml). The precipitate was collected by filtration and washed with dichloromethane (20 ml). The solid was stirred in 0.5N NaOH (65 ml) for 1 hour at room temperature and the suspension was filtered to afford the title compound (5.98 g, 46%) as a yellow solid.

後処理

  1. customat room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with dichloromethane (20 ml)
  4. stirringThe solid was stirred in 0.5N NaOH (65 ml) for 1 hour at room temperature
  5. filtrationthe suspension was filtered

出典と根拠

ORDレコード
ord-d86044666d9546f3a6c6ddc2f0319d7b
出典データセット
uspto-grants-2004_03
特許番号
US06713490B2

反応ノート

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