4-(Bromomethyl)benzonitrile → 4-(2-Methyl-4-pyrrolidin-1-yl-quinolin-7-yloxymethyl)-benzonitrile

HRID 2415472Notes

Reaction equation

HRID 2415472 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.Br[CH2:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=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][CH2:19][C:20]3[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][CH:21]=3)=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 1358041182-Methyl-4-pyrrolidin-1-yl-quinolin-7-ol

Product 1

HCID 102911584-(2-Methyl-4-pyrrolidin-1-yl-quinolin-7-yloxymethyl)-benzonitrile

Procedure

In analogy to example 6 there was prepared: on reaction of 2-methyl-4-pyrrolidin-1-yl-quinolin-7-ol with 4-bromomethyl benzonitrile whereby the product was isolated as free base, 4-(2-methyl-4-pyrrolidin-1-yl-quinolin-7-yloxymethyl)-benzonitrile as a brown solid. ISP mass spectrum, m/e: 344.4 (M+1 calculated for C22H21N3O: 344).

Workup

  1. customIn analogy to example 6 there was prepared

Sources & evidence

ORD record
ord-6e25c70e5ffb484ca8abc93e41656e09
Source dataset
uspto-grants-2004_11
Patent number
US06818767B2

Reaction notes

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