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2-Chlorobenzaldehyde → 3-O-ethyl 5-O-methyl 2-(2-azidoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 1589651
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HRID 1589651 반응식
[N:1]([CH2:4][CH2:5][O:6][CH2:7][C:8](=O)[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N+:2]=[N-:3].N(CCO)=[N+]=[N-].[NH2:22]/[C:23](/[CH3:29])=[CH:24]\[C:25]([O:27][CH3:28])=[O:26].[Cl:30][C:31]1[CH:38]=[CH:37][CH:36]=[CH:35][C:32]=1[CH:33]=O>CO>[N:1]([CH2:4][CH2:5][O:6][CH2:7][C:8]1[NH:22][C:23]([CH3:29])=[C:24]([C:25]([O:27][CH3:28])=[O:26])[CH:33]([C:32]2[CH:35]=[CH:36][CH:37]=[CH:38][C:31]=2[Cl:30])[C:9]=1[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N+:2]=[N-:3]
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참가 물질

6

반응물 4

HCID 69962-ChlorobenzaldehydeHCID 1231182-AzidoethanolHCID 643918Methyl 3-aminocrotonateHCID 13663141Ethyl 4-(2-azidoethoxy)-3-oxobutanoate

생성물 1

HCID 30926063-O-ethyl 5-O-methyl 2-(2-azidoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate수율 29.9%

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

Ethyl 4-(2-azidoethoxy)acetoacetate (46.4 g), prepared from 2-azidoethanol similarly to the method described in Preparation 3, was reacted with methyl 3-aminocrotonate (24.8 g) and 2-chlorobenzaldehyde (30.3 g) in methanol (150 ml) at reflux for 18 hours. After cooling to room temperature, the resulting solid was collected, washed twice with methanol and dried to give the title compound (28 g). The product could be crystallised from methanol, acetone or ethyl acetate. It was used directly.

후처리

  1. customdescribed in Preparation 3
  2. temperatureat reflux for 18 hours
  3. customthe resulting solid was collected
  4. washwashed twice with methanol
  5. customdried

출처 및 근거

ORD 기록
ord-1898d73dc9674d45a98388837ce7fd60
출처 데이터셋
uspto-grants-1986_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04572909

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