Isopropylamine → Benzonitrile, 3-(((1-methylethyl)amino)methyl)-

HRID 2404338Notes

Reaction equation

HRID 2404338 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[CH:11]([NH2:14])([CH3:13])[CH3:12]>>[CH:11]([NH:14][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 97249Benzonitrile, 3-(bromomethyl)-

Product 1

HCID 485406Benzonitrile, 3-(((1-methylethyl)amino)methyl)-

Procedure

The title compound was prepared following general procedure 10, starting from 3-(bromomethyl)benzonitrile and isopropyl amine. It was isolated as a yellow liquid (5.7 g, 92%). 1H NMR (DMSO-d6, 400 MHz) δ 7.73 (s, 1H), 7.67 (d, J=7.7 Hz, 1H), 7.63 (d, J=7.8 Hz, 1H), 7.49 (m, 1H), 3.56 (s, 2H), 2.75 (m, 1H), 0.83 (d, J=8.8 Hz, 6H).

Sources & evidence

ORD record
ord-c4c28f92373848fba11a6321484e0319
Source dataset
uspto-grants-2014_08
Patent number
US08802704B2

Reaction notes

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