Pyridine-2-carbonitrile → HCID 178436603, compound

HRID 901920Notes

Reaction equation

HRID 901920 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].[CH2:9]([C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1)[CH3:10]>>[CH2:9]([C:11]1[CH:17]=[CH:16][C:14]([NH:15][C:1]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=2)=[NH:2])=[CH:13][CH:12]=1)[CH3:10]

Participants

3

Reactant 2

HCID 7522Pyridine-2-carbonitrileHCID 115044-Ethylaniline

Product 1

HCID 178436603HCID 178436603, compoundYield 71%

Procedure

The title compound was prepared from 2-cyanopyridine (8.5 g, 82 mmol) and 4-ethylaniline (10 g, 82 mmol) by following the procedure described in preparation 10 (13.22 g, yield 71%, mp 75-77 C, purity 99.9% by HPLC). 1H-NMR (CDCl3):δ 1.22-1.26 (t, 3H), 2.61-2.66 (q, 2H), 6.93-6.95 (d, 2H), 7.18-7.25 (m, 2H), 7.36-7.39 (m, 1H), 7.78-7.82 (m, 1H), 8.40-8.42 (d, 1H), 8.56-8.57 (d, 1H). MS m/z: 227.3 (M+).

Workup

  1. customdescribed in preparation 10 (13.22 g, yield 71%, mp 75-77 C, purity 99.9% by HPLC)

Sources & evidence

ORD record
ord-f53f0a232f2d458296d7bfd5751d6c22
Source dataset
uspto-grants-2008_04
Patent number
US07365069B2

Reaction notes

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