Triethylamine → N-ethyl-N-(1-benzylpiperid-4-yl)-2-methoxy-4-trifluoroacetylamino-5-chlorobenzamide

HRID 1163889ノート

反応式

HRID 1163889 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])[C:9]([Cl:19])=[CH:8][C:4]=1[C:5](Cl)=[O:6].[CH2:20]([N:27]1[CH2:32][CH2:31][CH:30]([NH:33][CH2:34][CH3:35])[CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(N(CC)CC)C>CC(CC)=O>[CH2:34]([N:33]([CH:30]1[CH2:29][CH2:28][N:27]([CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:32][CH2:31]1)[C:5](=[O:6])[C:4]1[CH:8]=[C:9]([Cl:19])[C:10]([NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[CH:11][C:3]=1[O:2][CH3:1])[CH3:35]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 106088761-benzyl-N-ethylpiperidin-4-amineHCID 128664055-Chloro-2-methoxy-4-(2,2,2-trifluoroacetamido)benzoyl chloride

生成物 1

HCID 12866406N-ethyl-N-(1-benzylpiperid-4-yl)-2-methoxy-4-trifluoroacetylamino-5-chlorobenzamide収率 68.3%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒2 回

実験手順

A solution of 2-methoxy-4-trifluoroacetylamino-5-chlorobenzoyl chloride (17.4 g; 0.055 moles) dissolved in anhydrous ethyl methyl ketone (75 ml) was added little by little to another solution of 1-benzyl-4-ethylamino-piperidine (10.9 g; 0.05 moles) and triethylamine (7.0 ml; 0.05 moles) in anhydrous ethyl methyl ketone (75 ml) at room temperature. On completion of the addition, the mixture was left at room temperature and stirred for 48 hours, and then the mixture was concentrated at reduced pressure, poured into water, and extracted with chloroform. The organic solution was dried (Na2SO4) and the solvent removed in vacuo. The residue was recrystallized from a mixture of methanol and diethyl ether to give N-ethyl-N-(1-benzylpiperid-4-yl)-2-methoxy-4-trifluoroacetylamino-5-chlorobenzamide (17 g), m.p. 198°-200° C.

後処理

  1. additionOn completion of the addition
  2. waitthe mixture was left at room temperature
  3. concentrationthe mixture was concentrated at reduced pressure
  4. additionpoured into water
  5. extractionextracted with chloroform
  6. dry with materialThe organic solution was dried (Na2SO4)
  7. customthe solvent removed in vacuo
  8. customThe residue was recrystallized from a mixture of methanol and diethyl ether

出典と根拠

ORDレコード
ord-52cc650d413c420691798998c2b65158
出典データセット
uspto-grants-1983_01
特許番号
US04367232

反応ノート

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