Imidazole → HCID 14424120, compound

HRID 1054035Notes

Reaction equation

HRID 1054035 reaction equation
Br.Br[CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1.[NH:10]1[CH:14]=[CH:13][N:12]=[CH:11]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N:10]1([CH2:3][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=2)[CH:14]=[CH:13][N:12]=[CH:11]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 127522194-(Bromomethyl)pyridine hbr

Product 1

HCID 14424120HCID 14424120, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Synthesized from 4-(bromomethyl)pyridine hydrobromide (500 mg, 1.97 mmol), imidazole (538 mg, 7.90 mmol) and K2CO3 (1.36 g, 9.85 mmol) in DMF according to Method B. Yield: 212 mg, 1.35 mmol, 68%. 1H NMR (CDCl3, 500 MHz): δH (ppm): 5.16 (s, 2H), 6.91 (s, 1H), 7.01 (d, J=6.3 Hz, 2H), 7.14 (s, 1H), 7.69 (s, 1H), 8.57 (d, J=6.3 Hz, 2H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=49.4, 119.3, 121.4, 130.3, 147.6, 145.2, 150.4; MS (ESI): m/z=160.08 [M+H]+.

Sources & evidence

ORD record
ord-eed3bb4e19564723a7284f86fb150f98
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

Loading…