HCID 5709520, compound → (e)-n-{3-Chloro-4-[2-(4-methyl-piperidin-1-yl)-ethyl]-phenyl}-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

HRID 898634Notes

Reaction equation

HRID 898634 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1/[CH:12]=[CH:13]/[C:14]([OH:16])=O.[Cl:17][C:18]1[CH:19]=[C:20]([NH2:33])[CH:21]=[CH:22][C:23]=1[CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][CH:29]([CH3:32])[CH2:28][CH2:27]1>CN(C=O)C>[Cl:17][C:18]1[CH:19]=[C:20]([NH:33][C:14](=[O:16])/[CH:13]=[CH:12]/[C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=2[Cl:1])[CH:21]=[CH:22][C:23]=1[CH2:24][CH2:25][N:26]1[CH2:27][CH2:28][CH:29]([CH3:32])[CH2:30][CH2:31]1

Participants

4

Reactant 2

HCID 5709520HCID 5709520, compoundHCID 596916703-Chloro-4-[2-(4-methylpiperidin-1-yl)ethyl]phenylamine

Product 1

HCID 59691697(e)-n-{3-Chloro-4-[2-(4-methyl-piperidin-1-yl)-ethyl]-phenyl}-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared in DMF analogously to Example 143 starting from (E)-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylic acid (Z37b) and 3-chloro-4-[2-(4-methyl-piperidin-1-yl)-ethyl]-phenylamine (Z46c). The crude product was purified by column chromatography (Alox, neutral, act. II-III, gradient petroleum ether/EtOAc 3:1→2:1) and then triturated with petroleum ether.

Workup

  1. customThe crude product was purified by column chromatography (Alox, neutral, act. II-III, gradient petroleum ether/EtOAc 3:1→2:1)
  2. customtriturated with petroleum ether

Sources & evidence

ORD record
ord-e324a045fe2749d0909644cb883d3529
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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