Benzene → HCID 86592013、化合物

HRID 1349529ノート

反応式

HRID 1349529 の反応式
[NH2:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C@H:11]([N:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:19](=[O:22])[CH2:20][CH3:21])[CH2:10][C@@H:9]2[CH3:29])=[O:7])=[CH:4][CH:3]=1.C(O)(=O)CC.[CH:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH3:40][C:39]1[N:1]([C:2]2[CH:3]=[CH:4][C:5]([C:6]([N:8]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C@H:11]([N:18]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:19](=[O:22])[CH2:20][CH3:21])[CH2:10][C@@H:9]3[CH3:29])=[O:7])=[CH:30][CH:31]=2)[C:42]([CH3:41])=[CH:37][CH:38]=1

参加物

4

反応物 3

HCID 241BenzeneHCID 1032Propionic AcidHCID 86592010HCID 86592010、化合物2 回

生成物 1

HCID 86592013HCID 86592013、化合物収率 80%

実験手順

(±)-Cis-N-{1-[4-(2,5-dimethyl-pyrrol-1-yl)-benzoyl]-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl}-N-phenyl-propionamide was prepared from (±)-cis-N-[1-(4-amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide. A solution of (±)-cis-N-[1-(4-amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide (150 mg, 0.36 mmol), and propionic acid (0.5 ml) in dry benzene (20 ml) was heated at reflux under argon in a flask equipped with a Dean-Stark trap while stirring with the exclusion of light. The resulting solution was cooled to room temperature, and concentrated under vacuum. Recovered oil was purified by silica gel chromatography, eluting with hexane-ethyl acetate (3:1) to give the title compound (140 mg, 80%).

後処理

  1. temperatureat reflux under argon in a flask
  2. customequipped with a Dean-Stark trap
  3. concentrationconcentrated under vacuum
  4. customRecovered oil
  5. customwas purified by silica gel chromatography
  6. washeluting with hexane-ethyl acetate (3:1)

出典と根拠

ORDレコード
ord-ed0cc414d8334cacadd8560b00ae54d0
出典データセット
uspto-grants-2007_05
特許番号
US07211672B2

反応ノート

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