2,2,4-Trimethylpentane → 3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-6-methoxybenzamide

HRID 414078

Reaction equation

HRID 414078 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][NH:9][C:10](=[O:23])[C:11]1[C:16]([O:17]C)=[C:15]([Cl:19])[CH:14]=[C:13]([Cl:20])[C:12]=1[O:21][CH3:22])[CH3:2].C(CC(C)(C)C)(C)C>C(Cl)(Cl)Cl>[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][NH:9][C:10](=[O:23])[C:11]1[C:16]([OH:17])=[C:15]([Cl:19])[CH:14]=[C:13]([Cl:20])[C:12]=1[O:21][CH3:22])[CH3:2]

Participants

4

Reactant 2

HCID 109072,2,4-TrimethylpentaneHCID 54941Benzamide, 3,5-dichloro-2,6-dimethoxy-N-(1-ethyl-2-pyrrolidinylmethyl)-

Product 1

HCID 51183,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-6-methoxybenzamideYield 37%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound was prepared from (-)-N-ethyl-2-(3,5-dichloro-2,6-dimethoxybenzamidomethyl)pyrrolidine by dealkylation in the same manner as described in Example 2. Yield 37%. M.p. 48°-49° C. (i-octane). [α]D25 =-64° C. (c=1.26; CHCl3).

Sources & evidence

ORD record
ord-611965bfa22442ada288636db728707e
Source dataset
uspto-grants-1988_12
Patent number
US04789683

Linked notes

Loading…