HCID 5709520, compound → (E)-N-[3-chloro-4-(2-diethylamino-ethyl)-phenyl]-3-(2-chloro-4-trifluoromethyl-phenyl)-acrylamide

HRID 898630Notes

Reaction equation

HRID 898630 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]([NH2:31])[CH:21]=[CH:22][C:23]=1[CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28]>CN(C=O)C>[Cl:17][C:18]1[CH:19]=[C:20]([NH:31][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]([CH2:29][CH3:30])[CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 5709520HCID 5709520, compoundHCID 596916173-Chloro-4-(2-diethylaminoethyl)phenylamine

Product 1

HCID 10072896(E)-N-[3-chloro-4-(2-diethylamino-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-diethylamino-ethyl)-phenylamine (Z44d). The reaction mixture was poured onto ice water, the precipitate was filtered off, washed with water and dried in a HV. The residue was triturated with ether, the precipitate was filtered off, washed with ether and dried in a HV.

Workup

  1. additionThe reaction mixture was poured onto ice water
  2. filtrationthe precipitate was filtered off
  3. washwashed with water
  4. customdried in a HV
  5. customThe residue was triturated with ether
  6. filtrationthe precipitate was filtered off
  7. washwashed with ether
  8. customdried in a HV

Sources & evidence

ORD record
ord-1ae9a1ca08d543ada556a2a87a35a102
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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