2,3-Dichlorobenzaldehyde → HCID 13558221, compound

HRID 746240Notes

Reaction equation

HRID 746240 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:11]([O:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH:23]([CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:22][CH2:21]1)(=[O:16])[CH2:12][C:13]([CH3:15])=O.[NH2:39]/[C:40](/[CH3:47])=[CH:41]\[C:42]([O:44][CH2:45][CH3:46])=[O:43]>CC(O)C>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[C:41]([C:42]([O:44][CH2:45][CH3:46])=[O:43])=[C:40]([CH3:47])[NH:39][C:13]([CH3:15])=[C:12]1[C:11]([O:17][CH2:18][CH2:19][N:20]1[CH2:21][CH2:22][CH:23]([CH:26]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:24][CH2:25]1)=[O:16]

Participants

5

Reactant 3

HCID 357452,3-DichlorobenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 13558218HCID 13558218, compound

Product 1

HCID 13558221HCID 13558221, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 2,3-dichlorobenzaldehyde (0.615 g), 2-(4-diphenylmethylpiperidino)ethyl acetoacetate (1.30 g), ethyl 3-aminocrotonate (0.450 g) and 2-propanol (10 ml) was treated in the same manner as Example 13 to give 2-(4-diphenylmethylpiperidino)ethyl ethyl 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate as a light-yellow powder. Yield 0.272 g (11.9%). m.p. 81°-85° C. (sintering).

Workup

  1. additionwas treated in the same manner as Example 13

Sources & evidence

ORD record
ord-b8d5e74edf494392a20f7c7f604fc78f
Source dataset
uspto-grants-1986_07
Patent number
US04603135

Reaction notes

Loading…