Phenethylamine → HCID 69513271, compound

HRID 855295Notes

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(F)(F)F)[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.C(N)CC1C=CC=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]=[CH:14][CH:13]=3)=[CH:32][CH:33]=2)[CH2:28][CH2:27]1

Participants

Reactant 4

HCID 1001Phenethylamine

HCID 4311764Sodium borohydride

HCID 12859396343857-09-0

HCID 69342889(4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine

Product 1

HCID 69513271HCID 69513271, compoundYield 83%

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 (prepared as described in example S100) (197 mg, 0.56 mmol), phenethylamine (67 mg, 0.56 mmol) and sodium borohydride (32 mg, 0.84 mmol). The desired product (129 mg, 83%) was isolated without further purification as a colorless oil. MS (ISP) 280.2 (M+H)+.

Sources & evidence

ORD record: ord-e748c3e4fd7c4a81a73c88bc59f5d4b5
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07259183B2

Reaction notes

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