1-Nitropropane → HCID 69068115, 화합물

HRID 1436880노트

반응식

HRID 1436880 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

HCID 69068115HCID 69068115, 화합물

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5c939d823407476598573d2e5de72bf4
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07619086B2

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