1-Nitropropane → HCID 69068115、化合物

HRID 1436880ノート

反応式

HRID 1436880 の反応式
[F:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]=[CH:9][C:8]2=[O:13])=[CH:4][CH:3]=1.[N+:16]([CH2:19][CH2:20][CH3:21])([O-:18])=[O:17].C1CCN2C(=NCCC2)CC1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]([CH:19]([N+:16]([O-:18])=[O:17])[CH2:20][CH3:21])[CH2:9][C:8]2=[O:13])=[CH:14][CH:15]=1

参加物

4

反応物 3

HCID 79031-NitropropaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 690647451-(4-Fluorobenzyl)-5,6-dihydropyridin-2-(1H)-one

生成物 1

HCID 69068115HCID 69068115、化合物

実験手順

To a solution 1-(4-fluorobenzyl)-5,6-dihydropyridin-2(1H)-one (2.0 g, 10 mmol) in 1-nitropropane (8.68 g, 97.5 mmol) was added DBU (1.48 g, 9.75 mmol). After stirring for 24 hours, the reaction mixture was concentrated under vacuum. The residual material was purified by silica gel column chromatography eluting with 1% methanol in CH2Cl2. The appropriate fractions were combined and concentrated to afford the title compound as mixture of diastereomers. The diastereomers co-eluted with a retention time of 3.01 min. The HPLC method was performed on a Hewlett-Packard Zorbax SB-C8 column (75×4.6 mm, 3.5 micron) eluting with 5%-100% CH3CN (0.1% TFA) in H2O (0.1% TFA). ES MS M+1=295.

後処理

  1. concentrationthe reaction mixture was concentrated under vacuum
  2. customThe residual material was purified by silica gel column chromatography
  3. washeluting with 1% methanol in CH2Cl2
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-5c939d823407476598573d2e5de72bf4
出典データセット
uspto-grants-2009_11
特許番号
US07619086B2

反応ノート

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