AP-24592 → 2-(2-Chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-N-[4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-acetamide

HRID 1660959Notes

Reaction equation

HRID 1660959 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[N:10]=[CH:9]2)[CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([OH:20])=O.[CH3:21][N:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][C:30]=2[C:36]([F:39])([F:38])[F:37])[CH2:24][CH2:23]1>C(Cl)Cl.CO>[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[N:10]=[CH:9]2)[CH:5]=[CH:4][C:3]=1[CH2:17][C:18]([NH:35][C:32]1[CH:33]=[CH:34][C:29]([CH2:28][N:25]2[CH2:24][CH2:23][N:22]([CH3:21])[CH2:27][CH2:26]2)=[C:30]([C:36]([F:39])([F:38])[F:37])[CH:31]=1)=[O:20]

Participants

4

Reactant 2

HCID 46838908AP-24592HCID 67021590(2-Chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-acetic acid

Product 1

HCID 119935812-(2-Chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-N-[4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-acetamide

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared as described in Example 1 but using (2-chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-acetic acid (Step 16.1) and 4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (see WO 03/099771). Title compound: ES-MS: 542.9 [M+H]+; single peak at tR=3.31 min (System 1); Rf=0.16 (CH2Cl2/MeOH+1% NH3aq, 9:1).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-4912ec640694494883a9dba0bd687860
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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