4-(4-Isopropylpiperazin-1-ylmethyl)-3-trifluoromethyl-aniline → 2-(2-Chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-N-[4-(4-isopropyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-acetamide

HRID 1660954Notes

Reaction equation

HRID 1660954 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.[CH:21]([N:24]1[CH2:29][CH2:28][N:27]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][C:32]=2[C:38]([F:41])([F:40])[F:39])[CH2:26][CH2:25]1)([CH3:23])[CH3:22]>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:37][C:34]1[CH:35]=[CH:36][C:31]([CH2:30][N:27]2[CH2:26][CH2:25][N:24]([CH:21]([CH3:23])[CH3:22])[CH2:29][CH2:28]2)=[C:32]([C:38]([F:41])([F:40])[F:39])[CH:33]=1)=[O:20]

Participants

4

Reactant 2

HCID 574314454-(4-Isopropylpiperazin-1-ylmethyl)-3-trifluoromethyl-anilineHCID 67021590(2-Chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-acetic acid

Product 1

HCID 119935802-(2-Chloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-N-[4-(4-isopropyl-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 and 4-(4-isopropyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (see WO 03/099771). Title compound: ES-MS: 570.9 [M+H]+; single peak at tR=3.46 min (System 1); Rf=0.26 (CH2Cl2/MeOH+1% NH3aq, 9:1).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-175989b64a214e42bef58b88a7431977
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

Loading…