Hydrochloric Acid → HCID 67617312, compound

HRID 975936Notes

Reaction equation

HRID 975936 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]([C:37]2[CH:42]=[CH:41][C:40]([N+:43]([O-:45])=[O:44])=[CH:39][CH:38]=2)[C:7]([C:13]([O:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][C:22]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:21][CH2:20]2)=[O:14])=[C:8]([CH3:12])[NH:9][C:10]=1[CH3:11])=[O:4].[ClH:46].CCOCC>CCO>[ClH:46].[CH3:1][O:2][C:3]([C:5]1[CH:6]([C:37]2[CH:38]=[CH:39][C:40]([N+:43]([O-:45])=[O:44])=[CH:41][CH:42]=2)[C:7]([C:13]([O:15][CH2:16][CH2:17][CH2:18][N:19]2[CH2:20][CH2:21][C:22]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH2:23][CH2:24]2)=[O:14])=[C:8]([CH3:12])[NH:9][C:10]=1[CH3:11])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 9960497HCID 9960497, compound

Product 1

HCID 67617312HCID 67617312, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,6-dimethyl-4-(4-nitrophenyl) -1,4-dihydropyridine-3,5-dicarboxylicacid [3-(4,4-diphenyl -piperidin-1-yl ) propyl]ester methyl ester (710 mg, 1.16 mmol, 1.0 equiv) in EtOH (5 mL) was added a solution of HCl in ether (1.0 M, 1.5 mL, 1.5 mmol, 1.3 equiv). The solvents were removed and the residue was dissolved in CH2Cl2. This solution was added dropwise to 25 mL of ether to afford, after filtration, 500 mg of yellow crystalline solid: m.p. 152°-153° C. Calcd. for C36H39N3O6 ·HCl: C, 66.92; H, 6.24; N, 6.50. Found: C, 66.70; H, 5.99; N, 6.27.

Workup

  1. customThe solvents were removed
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. additionThis solution was added dropwise to 25 mL of ether
  4. customto afford
  5. filtrationafter filtration, 500 mg of yellow crystalline solid

Sources & evidence

ORD record
ord-9ae37720c411441685a3f229d75ccf23
Source dataset
uspto-grants-1997_03
Patent number
US05610174

Reaction notes

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