Imidazole → HCID 62918897, compound

HRID 1054038Notes

Reaction equation

HRID 1054038 reaction equation
Br[CH2:2][C:3]1[C:4]([C:9]#[N:10])=[N:5][CH:6]=[CH:7][CH:8]=1.[NH:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N:11]1([CH2:2][C:3]2[C:4]([C:9]#[N:10])=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 103754503-(Bromomethyl)pyridine-2-carbonitrile

Product 1

HCID 62918897HCID 62918897, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Synthesized from 4a (600 mg, 3.04 mmol), imidazole (829 mg, 12.1 mmol) and K2CO3 (2.07 g, 15.0 mmol) in DMF according to Method A. Yield: 476 mg, 2.58 mmol, 85%. 1H NMR (CDCl3, 500 MHz): δH (ppm): 5.41 (s, 2H), 6.97 (t, J=1.3 Hz, 1H), 7.15 (t, J=1.3 Hz, 1H), 7.36-7.38 (m, 1H), 7.51 (dd, J=8.2, 4.7 Hz, 1H), 7.63 (s, 1H), 8.68 (dd, J=4.7, 1.6 Hz, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=47.1, 115.3, 119.1, 127.4, 130.9, 132.5, 135.6, 137.0, 137.5, 150.7; MS (ESI): m/z=185.08 [M+H]+.

Sources & evidence

ORD record
ord-95109e7c33104bacaef3e1159134bc76
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

Loading…