Dimethylamine → 3-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-3-yl)prop-2-en-1-amine

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[CH:9][CH2:10]Cl)=[CH:4][CH:3]=1.[CH3:18][NH:19][CH3:20]>>[CH3:18][N:19]([CH2:10][CH:9]=[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)[CH3:20]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 53820556HCID 53820556, compound

Product 1

HCID 419873-(4-Bromophenyl)-N,N-dimethyl-3-(pyridin-3-yl)prop-2-en-1-amine

Procedure

The brown solution of the chloride from step 3 (from 0.1 moles ketone) in ca 160 ml of solvent was stirred at ca 0° C. and 26 g dimethylamine were added in one portion. This solution was stirred at 0°-5° C. for 2 hours. The solvent was then evaporated. A crude brown oil of the desired end product was obtained.

Workup

customThe solvent was then evaporated
customA crude brown oil of the desired end product was obtained

Sources & evidence

ORD record: ord-584dd569088f4c35abc7b9aef6f17d00
Source dataset: uspto-grants-1980_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04216328

Reaction notes

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