Phenethylamine, m-trifluoromethyl- → HCID 86603042, compound

HRID 855338Notes

Reaction equation

HRID 855338 reaction equation
ClC1C=C(CCNC(=O)C2C=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=2)C=CC=1Cl.[Cl:30][C:31]1[CH:32]=[C:33]([CH:37]=[CH:38][C:39]=1[C:40]([F:43])([F:42])[F:41])[C:34]([OH:36])=O.[F:44][C:45]([F:56])([F:55])[C:46]1[CH:47]=[C:48]([CH2:52][CH2:53][NH2:54])[CH:49]=[CH:50][CH:51]=1>>[Cl:30][C:31]1[CH:32]=[C:33]([CH:37]=[CH:38][C:39]=1[C:40]([F:43])([F:42])[F:41])[C:34]([NH:54][CH2:53][CH2:52][C:48]1[CH:49]=[CH:50][CH:51]=[C:46]([C:45]([F:44])([F:55])[F:56])[CH:47]=1)=[O:36]

Participants

4

Reactant 3

HCID 104223Phenethylamine, m-trifluoromethyl-HCID 211802973-Chloro-4-(trifluoromethyl)benzoic acidHCID 86603041HCID 86603041, compound

Product 1

HCID 86603042HCID 86603042, compoundYield 82%

Procedure

The title compound was synthesized in analogy to N-[2-(3,4-dichloro-phenyl)-ethyl]-4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-benzamide (described in example S98) using 250 mg of 3-chloro-4-trifluoromethyl-benzoic acid (1.11 mmol) and 221 mg (1.17 mmol) of 2-(3-trifluoromethylphenyl)-ethylamine. The isolated residue was purified by flash column chromatography to give 360 mg of 3-chloro-4-trifluoromethyl-N-[2-(3-trifluoromethyl-phenyl)-ethyl]-benzamide (82%) as a yellow solid.

Workup

  1. customThe isolated residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-6213196fc75d453999c12d039cdb804f
Source dataset
uspto-grants-2007_08
Patent number
US07259183B2

Reaction notes

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