1-Methyl-3-{N-[beta-(3,4-dipivalyloxyphenyl)ethyl]}carbamoyl-1,4-dihydropyridine → 1-Methyl-3-{N-[beta-(4-hydroxy-3-methoxyphenyl)ethyl]}carbamoyl-1,4-dihydropyridine

HRID 4575Notes

Reaction equation

HRID 4575 reaction equation
[CH3:1][N:2]1[CH:7]=[CH:6][CH2:5][C:4]([C:8](=[O:32])[NH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18]C(=O)C(C)(C)C)=[C:14]([O:25][C:26](=O)C(C)(C)C)[CH:13]=2)=[CH:3]1.[2H]C(Cl)(Cl)Cl.[2H]O[2H]>>[CH3:1][N:2]1[CH:7]=[CH:6][CH2:5][C:4]([C:8](=[O:32])[NH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([O:25][CH3:26])[CH:13]=2)=[CH:3]1

Participants

3

Reactant 2

HCID 100720521-Methyl-3-{N-[beta-(3,4-dipivalyloxyphenyl)ethyl]}carbamoyl-1,4-dihydropyridineHCID 86585196CDCl3 D2O

Product 1

HCID 140504291-Methyl-3-{N-[beta-(4-hydroxy-3-methoxyphenyl)ethyl]}carbamoyl-1,4-dihydropyridine

Procedure

This compound was prepared following the same method as for the preparation of compound 5c. The crude solid obtained showed the same NMR (CDCl3 /D2O) pattern as compound 5a, except for a peak at δ 3.5 for the OCH3 protons. It was sufficiently pure for the determination of its retention time following the HPLC method of analysis detailed in EXAMPLE 18 below. No trials were made for its further crystallization or elemental analysis.

Workup

  1. customThis compound was prepared
  2. customThe crude solid obtained
  3. customNo trials were made for its further crystallization or elemental analysis

Sources & evidence

ORD record
ord-c54d5e7c4e7f4a898b89558681cf48a2
Source dataset
uspto-grants-1988_02
Patent number
US04727079

Reaction notes

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