AP-24592 → 2-(2,6-Dichloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)-N-[4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-acetamide

HRID 1661020Notes

Reaction equation

HRID 1661020 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]([OH:21])=O.[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([NH2:36])=[CH:32][C:31]=2[C:37]([F:40])([F:39])[F:38])[CH2:25][CH2:24]1>C(Cl)Cl>[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]([NH:36][C:33]1[CH:34]=[CH:35][C:30]([CH2:29][N:26]2[CH2:25][CH2:24][N:23]([CH3:22])[CH2:28][CH2:27]2)=[C:31]([C:37]([F:40])([F:39])[F:38])[CH:32]=1)=[O:21]

Participants

4

Reactant 2

HCID 46838908AP-24592HCID 67021568(2,6-Dichloro-4-imidazo[4,5-b]pyridin-3-yl-phenyl)acetic acid

Product 1

HCID 670216262-(2,6-Dichloro-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 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 (Step 56.1) and 4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenylamine (WO 03/099771). Title compound: ES-MS: 576.8/578.9 [M+H]+; tR=3.72 min (System 1); Rf=0.17 (CH2Cl2/(2N NH3 in MeOH), 95:5).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-d1cc797cf5e545bba3786bfc1138bb4b
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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