Phenethylamine, m-trifluoromethyl- → [4-(Isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine

HRID 2101273Notes

Reaction equation

HRID 2101273 reaction equation
[CH:1]([Si:4]([CH3:14])([CH3:13])[C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[F:15][C:16]([F:27])([F:26])[C:17]1[CH:18]=[C:19]([CH2:23][CH2:24][NH2:25])[CH:20]=[CH:21][CH:22]=1>>[CH:1]([Si:4]([CH3:14])([CH3:13])[C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH:25][CH2:24][CH2:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:16]([F:15])([F:26])[F:27])[CH:18]=2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 104223Phenethylamine, m-trifluoromethyl-HCID 574385094-(Isopropyldimethylsilyl)benzaldehyde

Product 1

HCID 57438508[4-(Isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine

Procedure

[4-(Isopropyl-dimethyl-silanyl)-benzyl]-[2-(3-trifluoromethyl-phenyl)-ethyl]-amine was prepared in analogy to example 1 from 4-(isopropyl-dimethyl-silanyl)-benzaldehyde and 2-(3-trifluoromethyl-phenyl)-ethylamine. MS (ISP): 380.2 (100) (M+H)+. 1HNMR (CDCl3, 300 MHz): δ 7.52-7.42 (m, 6H), 7.26 (d, J=7.8 Hz, 2H), 3.81 (s, 2H), 2.88-2.96 (m, 4H), 0.95 (m, 7H), 0.23 (s, 6H).

Sources & evidence

ORD record
ord-56efe17c1343428c861ee64cdc79e7f1
Source dataset
uspto-grants-2009_08
Patent number
US07572823B2

Reaction notes

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