1-Chloro-2-[(2-chloroethyl)oxy]-4-nitrobenzene → N-(3-{3-[2-({4-Chloro-3-[(2-chloroethyl)oxy]phenyl}amino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-2-yl}phenyl)-2,2,2-trifluoroacetamide

HRID 1157597Notes

Reaction equation

HRID 1157597 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:17]3[CH:18]=[C:19]([NH:23][C:24](=[O:29])[C:25]([F:28])([F:27])[F:26])[CH:20]=[CH:21][CH:22]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([N+:37]([O-])=O)=[CH:33][C:32]=1[O:40][CH2:41][CH2:42][Cl:43]>>[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:2]2[N:7]=[C:6]([C:8]3[C:9]([C:17]4[CH:18]=[C:19]([NH:23][C:24](=[O:29])[C:25]([F:27])([F:26])[F:28])[CH:20]=[CH:21][CH:22]=4)=[N:10][N:11]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=34)[CH:5]=[CH:4][N:3]=2)=[CH:33][C:32]=1[O:40][CH2:41][CH2:42][Cl:43]

Participants

3

Reactant 2

HCID 177561821-Chloro-2-[(2-chloroethyl)oxy]-4-nitrobenzeneHCID 59513717N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide

Product 1

HCID 57737180N-(3-{3-[2-({4-Chloro-3-[(2-chloroethyl)oxy]phenyl}amino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-2-yl}phenyl)-2,2,2-trifluoroacetamideYield 34%

Procedure

The compound was synthesized from N-{3-[3-(2-chloro-4-pyrimidinyl)-pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide (see Example 1, Step C) and 1-chloro-2-[(2-chloroethyl)oxy]-4-nitrobenzene as described in Example 10, Step C to afford a dark yellow solid in 34% yield. ES-LC/MS m/z 587 [M+H]+.

Workup

  1. customto afford a dark yellow solid in 34% yield

Sources & evidence

ORD record
ord-f79e9c0049984881b34f43ebdd1a0ca0
Source dataset
uspto-grants-2010_10
Patent number
US07807673B2

Reaction notes

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