Phenethylamine, m-trifluoromethyl- → HCID 69513187, compound

HRID 855294Notes

Reaction equation

HRID 855294 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.[CH3:25][C:26]1([CH3:37])[C:34]2[C:29](=[CH:30][C:31]([CH:35]=O)=[CH:32][CH:33]=2)[CH2:28][CH2:27]1.FC(F)(F)C1C=C(CCN)C=CC=1.[BH4-].[Na+]>>[CH3:25][C:26]1([CH3:37])[C:34]2[C:29](=[CH:30][C:31]([CH2:35][NH:9][CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:19]([F:20])([F:21])[F:22])[CH:13]=3)=[CH:32][CH:33]=2)[CH2:28][CH2:27]1

Participants

5

Reactant 4

HCID 104223Phenethylamine, m-trifluoromethyl-HCID 4311764Sodium borohydrideHCID 12859396343857-09-0HCID 69342889(4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine

Product 1

HCID 69513187HCID 69513187, compoundYield 97%

Procedure

The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 1,1-dimethylindan-5-carbaldehyde (100 mg, 0.57 mmol), 2-(3-trifluoromethylphenyl)-ethylamine (109 mg, 0.57 mmol) and sodium borohydride (33 mg, 0.86 mmol). The desired product (194 mg, 97%) was isolated without further purification as a colorless oil. MS (ISP) 348.4 (M+H)+.

Sources & evidence

ORD record
ord-fdfc2364153843d3882b5fa59c53ebae
Source dataset
uspto-grants-2007_08
Patent number
US07259183B2

Reaction notes

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