Maleic Acid → HCID 86733650, compound

HRID 1659201Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C@H:11]2[C@@H:16]([NH:17][C:18](=O)[C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([CH3:26])[CH:20]=3)[CH2:15][CH2:14][N:13]([CH3:28])[CH2:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(O)(=O)/C=C\C(O)=O>>[CH3:10][O:9][C:8]1[C:3]([O:2][CH3:1])=[CH:4][C:5]2[C@H:11]3[C@H:16]([CH2:15][CH2:14][N:13]([CH3:28])[CH2:12]3)[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[C:21]([CH3:26])[CH:20]=3)[C:6]=2[CH:7]=1

Participants

Reactant 2

HCID 444266Maleic Acid

HCID 68140491HCID 68140491, compound

Product 1

HCID 86733650HCID 86733650, compound

Procedure

cis-3-(3,4-Dimethoxyphenyl)-1-methyl-4-(3,4-dimethylbenzoylamino)-piperidine is cyclized in analogy to the process described in Example 1 b). The bis-hydrogen maleate of the title compound has a M.P. of 182°-184° (from ethanol).

Sources & evidence

ORD record: ord-f60b52f83cf54ca58ef033c47083faf4
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03966938

Reaction notes

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