2-Chlorobenzaldehyde → 1-Methyl-4-[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyrid-2-yl-methoxy]piperidine

HRID 1905712Notes

Reaction equation

HRID 1905712 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:10][N:11]1[CH2:16][CH2:15][CH:14]([O:17][CH2:18][C:19](=O)[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:13][CH2:12]1.[NH2:27]/[C:28](/[CH3:34])=[CH:29]\[C:30]([O:32][CH3:33])=[O:31]>>[CH3:10][N:11]1[CH2:16][CH2:15][CH:14]([O:17][CH2:18][C:19]2[NH:27][C:28]([CH3:34])=[C:29]([C:30]([O:32][CH3:33])=[O:31])[CH:4]([C:3]3[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=3[Cl:1])[C:20]=2[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 69962-ChlorobenzaldehydeHCID 643918Methyl 3-aminocrotonateHCID 20214984Ethyl 4-(1-methylpiperid-4-yloxy)acetoacetate

Product 1

HCID 202149611-Methyl-4-[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyrid-2-yl-methoxy]piperidine

Procedure

Reaction of 2-chlorobenzaldehyde, ethyl 4-(1-methylpiperid-4-yloxy)acetoacetate and methyl 3-aminocrotonate according to the method of Example 22(ii) gave the title compound which was used directly in the next stage.

Sources & evidence

ORD record
ord-1c4ec2167b954f8f8a203e79514e6bc4
Source dataset
uspto-grants-1987_03
Patent number
US04647565

Reaction notes

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