Triethylamine → Methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate

HRID 1070497ノート

反応式

HRID 1070497 の反応式
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:6][N:7]1[CH2:12][CH2:11][CH:10]([NH2:13])[CH2:9][CH2:8]1.Cl[C:19](=[O:26])[CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23].C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[Cl:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:6][N:7]1[CH2:8][CH2:9][CH:10]([NH:13][C:19](=[O:26])[CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])[CH2:11][CH2:12]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 73888Butanoic acid, 4-chloro-4-oxo-, methyl esterHCID 516892Sodium BicarbonateHCID 223962061-(3,4-Dichloro-benzyl)-piperidin-4-ylamine hydrochloride

生成物 1

HCID 22396186Methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate収率 67.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-(3,4-dichlorobenzyl)-4-piperidinamine hydrochloride (3.50 g) in dichloromethane (100 ml) was added methyl 4-chloro-4-oxobutanoate (2.00 g) dropwise. Triethlamine (3.90 g) was added and the reaction stirred under nitrogen for 2 hours. Saturated sodium hydrogen carbonate solution was then added, with the solution being extracted three times with dichloromethane. The pooled organic phase was washed once with water, once with saturated brine and dried over anhydrous magnesium sulfate. After filtration the solvent was removed under reduced pressure to leave methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate (3.00 g).

後処理

  1. extractionbeing extracted three times with dichloromethane
  2. washThe pooled organic phase was washed once with water, once with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationAfter filtration the solvent
  5. customwas removed under reduced pressure

出典と根拠

ORDレコード
ord-8d5f1eea97bc47f98bbd7a892febd140
出典データセット
uspto-grants-2005_06
特許番号
US06903085B1

反応ノート

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