Ammonia → 3-cyclopropylmethyl 5-[2-(N-benzyl-N-methylamino)ethyl] 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

HRID 621537노트

반응식

HRID 621537 반응식
[C:1]([O:7][CH2:8][CH2:9][N:10]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:11])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[N+:19]([C:22]1[CH:23]=[C:24]([CH:37]=[CH:38][CH:39]=1)[CH:25]=[C:26]([C:34]([CH3:36])=O)[C:27]([O:29][CH2:30][CH:31]1[CH2:33][CH2:32]1)=[O:28])([O-:21])=[O:20].[NH3:40]>C(O)C>[CH3:36][C:34]1[NH:40][C:3]([CH3:5])=[C:2]([C:1]([O:7][CH2:8][CH2:9][N:10]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH3:11])=[O:6])[CH:25]([C:24]2[CH:37]=[CH:38][CH:39]=[C:22]([N+:19]([O-:21])=[O:20])[CH:23]=2)[C:26]=1[C:27]([O:29][CH2:30][CH:31]1[CH2:33][CH2:32]1)=[O:28]

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 117768292-(Benzylmethylamino)ethyl acetoacetateHCID 53956239Cyclopropylmethyl 2-(3-nitrobenzylidene)acetoacetate

생성물 1

HCID 30659143-cyclopropylmethyl 5-[2-(N-benzyl-N-methylamino)ethyl] 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate수율 42.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4.0 g (16 mmol) of 2-(N-benzyl-N-methylamino)ethyl acetoacetate, 4.6 g (16 mmol) of cyclopropylmethyl 2-(3-nitrobenzylidene)acetoacetate, 1.12 ml of 28% aqueous ammonia and 40 ml of ethanol was stirred at the reflux temperature for 8 hours, and then the solvent was removed under reduced pressure. The residue was chromatographed on silica gel column to afford 3-cyclopropylmethyl 5-[2-(N-benzyl-N-methylamino)ethyl] 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate (3.5 g, 42.1%) as yellow oil. Treatment of this oil with hydrochloric acid gave the corresponding salt.

후처리

  1. customthe solvent was removed under reduced pressure
  2. customThe residue was chromatographed on silica gel column

출처 및 근거

ORD 기록
ord-54e3911edb1240338130292957529339
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04824855

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