4-(4-Isopropylpiperazin-1-ylmethyl)-3-trifluoromethyl-aniline → 2-(2,6-Dichloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-N-[4-(4-isopropyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-acetamide

HRID 1661014Notes

Reaction equation

HRID 1661014 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]=[C:4]([Cl:17])[C:3]=1[CH2:18][C:19](O)=[O:20].[CH:22]([N:25]1[CH2:30][CH2:29][N:28]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([NH2:38])=[CH:34][C:33]=2[C:39]([F:42])([F:41])[F:40])[CH2:27][CH2:26]1)([CH3:24])[CH3:23]>C(Cl)Cl>[Cl:17][C:4]1[CH:5]=[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:7]=[C:2]([Cl:1])[C:3]=1[CH2:18][C:19]([NH:38][C:35]1[CH:36]=[CH:37][C:32]([CH2:31][N:28]2[CH2:27][CH2:26][N:25]([CH:22]([CH3:24])[CH3:23])[CH2:30][CH2:29]2)=[C:33]([C:39]([F:42])([F:41])[F:40])[CH:34]=1)=[O:20]

Participants

4

Reactant 2

HCID 574314454-(4-Isopropylpiperazin-1-ylmethyl)-3-trifluoromethyl-anilineHCID 67021568(2,6-Dichloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)acetic acid

Product 1

HCID 674311642-(2,6-Dichloro-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 6344DichloromethaneSolvent

Procedure

The title compound is prepared as described in Example 7 but using (2,6-dichloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)acetic acid and 4-(4-isopropyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (WO 03/099771). Title compound: ES-MS: 604.9/606.9 [M+H]+; tR=3.89 min (System 1); Rf=0.23 (CH2Cl2/(2N NH3 in MeOH), 95:5).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-98a9fbf6ff7145ef826324fc7ed9b565
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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