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

HRID 50854노트

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HRID 50854 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d86044666d9546f3a6c6ddc2f0319d7b
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713490B2

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