3,4-Dichlorophenethylamine → HCID 69343082, compound

HRID 855319Notes

Reaction equation

C1(C2C=CC(CNCCC3C=CC(F)=C(C(F)(F)F)C=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].[Cl:38][C:39]1[CH:40]=[C:41]([CH2:46][CH2:47][NH2:48])[CH:42]=[CH:43][C:44]=1[Cl:45].[BH4-].[Na+]>>[C:25]([C:29]1[CH:36]=[CH:35][C:32]([CH2:33][NH:48][CH2:47][CH2:46][C:41]2[CH:42]=[CH:43][C:44]([Cl:45])=[C:39]([Cl:38])[CH:40]=2)=[CH:31][C:30]=1[Cl:37])([CH3:28])([CH3:27])[CH3:26]

Participants

Reactant 4

HCID 2179583,4-Dichlorophenethylamine

HCID 4311764Sodium borohydride

HCID 22259691HCID 22259691, compound

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

Product 1

HCID 69343082HCID 69343082, compoundYield 86%

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 (prepared as described in example S110) (72 mg, 0.37 mmol), 2-(3,4-dichlorophenyl)-ethylamine (70 mg, 0.37 mmol) and sodium borohydride (21 mg, 0.55 mmol). The desired product (117 mg, 86%) was isolated without further purification as a colorless oil. MS (ISP) 370.1 (M+H)+.

Sources & evidence

ORD record: ord-c96bdc3349e94deeb040e655d8bd76ee
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07259183B2

Reaction notes

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