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

HRID 1661032Notes

Reaction equation

HRID 1661032 reaction equation
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([OH:19])=O)=[C:12]([CH3:20])[CH:11]=2)[CH:2]=1.[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>[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([NH:37][C:34]3[CH:35]=[CH:36][C:31]([CH2:30][N:27]4[CH2:26][CH2:25][N:24]([CH:21]([CH3:23])[CH3:22])[CH2:29][CH2:28]4)=[C:32]([C:38]([F:41])([F:40])[F:39])[CH:33]=3)=[O:19])=[C:12]([CH3:20])[CH:11]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 574314454-(4-Isopropylpiperazin-1-ylmethyl)-3-trifluoromethyl-anilineHCID 67021622(4-Imidazo[4,5-b]pyridin-3-yl-2-methyl-phenyl)-acetic acid

Product 1

HCID 670216072-(4-Imidazo[4,5-b]pyridin-3-yl-2-methyl-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 7 but using (4-imidazo[4,5-b]pyridin-3-yl-2-methyl-phenyl)-acetic acid (Step 60.1) and 4-(4-isopropyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (disclosed in WO 03/099771). Title compound: ES-MS: 551.3 [M+H]+; tR=3.23 min (System 1); Rf=0.28 (CH2Cl2/MeOH, 9:1+0.1% NH3aq).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-8e3e0c52f4394cbcbda073b66590e3b2
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

Loading…