Phenethylamine, m-trifluoromethyl- → HCID 69342491, compound

HRID 855318Notes

Reaction equation

HRID 855318 reaction equation
C1(C2C=CC(C[NH:9][CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][C:15](F)=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:13]=3)=CC=2)CC1.[C:25]([C:29]1[CH:36]=[CH:35][C:32]([CH:33]=O)=[CH:31][C:30]=1[Cl:37])([CH3:28])([CH3:27])[CH3:26].FC(F)(F)C1C=C(CCN)C=CC=1.[BH4-].[Na+]>>[C:25]([C:29]1[CH:36]=[CH:35][C:32]([CH2:33][NH:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:19]([F:20])([F:21])[F:22])[CH:13]=2)=[CH:31][C:30]=1[Cl:37])([CH3:28])([CH3:27])[CH3:26]

Participants

5

Reactant 4

HCID 104223Phenethylamine, m-trifluoromethyl-HCID 4311764Sodium borohydrideHCID 22259691HCID 22259691, compoundHCID 69342889(4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine

Product 1

HCID 69342491HCID 69342491, compoundYield 96%

Procedure

The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 4-tert-butyl-3-chloro-benzaldehyde (68 mg, 0.35 mmol), 2-(3-trifluoromethyl-phenyl)-ethylamine (65 mg, 0.35 mmol) and sodium borohydride (20 mg, 0.52 mmol). The desired product (123 mg, 96%) was isolated without further purification as a colorless oil. MS (ISP) 370.1 (M+H)+.

Sources & evidence

ORD record
ord-ab28e6b24ef245288726014e53de35e8
Source dataset
uspto-grants-2007_08
Patent number
US07259183B2

Reaction notes

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