Benzoyl chloride → (+/-)-3-(1-Benzoylpiperidin-3-yl)-6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one

HRID 17870ノート

反応式

HRID 17870 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[N:8]([CH3:14])[C:7]([CH:15]1[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]1)=[C:6]2[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(N(CC)C(C)C)(C)C.[C:36](Cl)(=[O:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.C(=O)(O)[O-].[Na+]>ClCCl>[C:36]([N:17]1[CH2:18][CH2:19][CH2:20][CH:15]([C:7]2[N:8]([CH3:14])[C:9](=[O:13])[C:10]3[C:5]([C:6]=2[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=3)[CH2:16]1)(=[O:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

参加物

6

反応物 4

HCID 7412Benzoyl chlorideHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 11279492(+/-)-6-Methoxy-2-methyl-4-phenyl-3-piperidin-3-ylisoquinolin-1(2H)-one

生成物 1

HCID 11476505(+/-)-3-(1-Benzoylpiperidin-3-yl)-6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a dichloromethane (0.100 mL) solution of (±)-6-methoxy-2-methyl-4-phenyl-3-piperidin-3-ylisoquinolin-1(2H)-one (30 mg, 0.086 mmol) and N,N-diisopropylethylamine (0.017 mL, 0.095 mmol) was added benzoyl chloride (0.011 mL, 0.095 mmol). After 24 hours saturated sodium bicarbonate and additional dichloromethane were added. The layers were separated and the organic phase dried with anhydrous magnesium sulfate. Evaporation of the solvent in vacuo followed by trituration with ether-EtOAc gave a white solid which was isolated by vacuum filtration to give the titled product. ESI+MS: 453.3 [M+H]+.

後処理

  1. customThe layers were separated
  2. dry with materialthe organic phase dried with anhydrous magnesium sulfate
  3. customEvaporation of the solvent in vacuo
  4. customgave a white solid which
  5. customwas isolated by vacuum filtration

出典と根拠

ORDレコード
ord-68befd7e118b41fe843700050647e657
出典データセット
uspto-grants-2010_06
特許番号
US07741322B2

反応ノート

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