HCID 86603040, compound → HCID 86603043, compound

HRID 855339Notes

Reaction equation

HRID 855339 reaction equation
ClC1C=C(CCNCC2C=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=2)C=CC=1Cl.[Cl:29][C:30]1[CH:31]=[C:32]([CH:48]=[CH:49][C:50]=1[C:51]([F:54])([F:53])[F:52])[C:33]([NH:35][CH2:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([F:47])([F:46])[F:45])[CH:39]=1)=O>C1COCC1>[Cl:29][C:30]1[CH:31]=[C:32]([CH:48]=[CH:49][C:50]=1[C:51]([F:52])([F:53])[F:54])[CH2:33][NH:35][CH2:36][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([F:45])([F:47])[F:46])[CH:39]=1

Participants

4

Reactant 2

HCID 86603040HCID 86603040, compoundHCID 86603042HCID 86603042, compound

Product 1

HCID 86603043HCID 86603043, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was synthesized in analogy to [2-(3,4-dichloro-phenyl)-ethyl]-[4-(2,2,2-trifluoro-1-hydroxy-1-trifluoromethyl-ethyl)-benzyl]-amine (described in example S98) using 200 mg of 3-chloro-4-trifluoromethyl-N-[2-(3-trifluoromethyl-phenyl)-ethyl]-benzamide (0.51 mmol) and 2.02 ml of a 1 molar solution of BH3-THF complex in THF. The isolated residue was purified by flash column chromatography to give 180 mg of (3-chloro-4-trifluoromethyl-benzyl)-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine (93%) as a colorless oil. MS (ISP) 382.1 (M+H)+.

Workup

  1. customThe isolated residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-d3406f4e707a4c198b89353babe035ac
Source dataset
uspto-grants-2007_08
Patent number
US07259183B2

Reaction notes

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