2-Chloro-4-methylquinoline → (S)-2-Hydroxymethyl-1-(lepidin-2-yl)pyrrolidine

HRID 580858

Reaction equation

HRID 580858 reaction equation
Cl[C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:13]1[CH2:19][CH2:18][CH2:17][C@H:14]1[CH2:15][OH:16]>>[OH:16][CH2:15][C@@H:14]1[CH2:17][CH2:18][CH2:19][N:13]1[C:2]1[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 694492-Chloro-4-methylquinolineHCID 640091L-Prolinol

Product 1

HCID 10847758(S)-2-Hydroxymethyl-1-(lepidin-2-yl)pyrrolidineYield 94%

Procedure

The title compound (22 g, 94%) was prepared as thick liquid from 2-chlorolepidine (17.3 g) and L-prolinol (59 g) by an analogous procedure to that described in preparation 1.

Workup

  1. customthat described in preparation 1

Sources & evidence

ORD record
ord-33d5af3892b544d3a8fc3da23debd946
Source dataset
uspto-grants-1999_07
Patent number
US05919782

Linked notes

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