3-(Chloromethyl)pyridine hydrochloride → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-({[2-oxo-1-(3-pyridinylmethyl)-1,2-dihydro-4-pyrimidinyl]amino}methyl)benzonitrile

HRID 536195Notes

Reaction equation

HRID 536195 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19]3[CH:24]=[CH:23][NH:22][C:21](=[O:25])[N:20]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:26]([F:29])([F:28])[F:27].Cl.Cl[CH2:32][C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19]3[CH:24]=[CH:23][N:22]([CH2:32][C:33]4[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=4)[C:21](=[O:25])[N:20]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:26]([F:27])([F:29])[F:28]

Participants

3

Reactant 2

HCID 233943-(Chloromethyl)pyridine hydrochlorideHCID 178510028HCID 178510028, compound

Product 1

HCID 679601732-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-({[2-oxo-1-(3-pyridinylmethyl)-1,2-dihydro-4-pyrimidinyl]amino}methyl)benzonitrile

Procedure

The title compound was prepared with a procedure similar to that described for E1 starting from 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(2-oxo-1,2-dihydro-4-pyrimidinyl)amino]methyl}benzonitrile and 3-(chloromethyl)pyridine hydrochloride. LC-MS (ESI): m/z 512 [M+H]+; 3.70 min (ret time).

Workup

  1. custom3.70 min (ret time)

Sources & evidence

ORD record
ord-62e86f2a2cc24549a7de372a36e75ce3
Source dataset
uspto-grants-2014_10
Patent number
US08859573B2

Reaction notes

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