3-(Chloromethyl)pyridine hydrochloride → 2-Methyl-7-(pyridin-3-ylmethoxy)-4-pyrrolidin-1-yl-quinoline

HRID 2415473Notes

Reaction equation

HRID 2415473 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([OH:17])=[CH:7][CH:8]=2)[N:3]=1.Cl.Cl[CH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1>>[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([O:17][CH2:20][C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 1358041182-Methyl-4-pyrrolidin-1-yl-quinolin-7-ol

Product 1

HCID 226414592-Methyl-7-(pyridin-3-ylmethoxy)-4-pyrrolidin-1-yl-quinoline

Procedure

In analogy to example 6 there was prepared: on reaction of 2-methyl-4-pyrrolidin-1-yl-quinolin-7-ol with 3-(chloromethyl)pyridine hydrochloride, whereby the product was isolated as free base, 2-methyl-7-(pyridin-3-ylmethoxy)-4-pyrrolidin-1-yl-quinoline as a red solid. ISP mass spectrum, m/e: 320.4 (M+1 calculated for C22H21N3O: 320).

Workup

  1. customIn analogy to example 6 there was prepared

Sources & evidence

ORD record
ord-6e22b4fb51b441d3b330747c69354f18
Source dataset
uspto-grants-2004_11
Patent number
US06818767B2

Reaction notes

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