Imidazole → HCID 16654684, compound

HRID 1054036Notes

Reaction equation

HRID 1054036 reaction equation
Br.Br[CH2:3][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=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:5]=[N:6][CH:7]=[CH:8][CH:9]=2)[CH:14]=[CH:13][N:12]=[CH:11]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 127070373-(Bromomethyl)pyridine hydrobromide

Product 1

HCID 16654684HCID 16654684, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Synthesized from 3-(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: 246 mg, 1.55 mmol, 78%. 1H NMR (CDCl3, 500 MHz): δH (ppm): 5.15 (s, 2H), 6.90 (d, J=0.9 Hz, 1H), 7.11 (d, J=0.9 Hz, 1H), 7.29, (dd, J=7.9, 4.7 Hz, 1H), 7.40-7.43 (m, 1H), 7.56 (bs, 1H), 8.52-8.53 (m, 1H), 8.59 (d, J=4.7 Hz, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=48.3, 119.0, 123.8, 130.3, 131.8, 134.8, 137.3, 148.7, 149.9; MS (ESI): m/z=160.07 [M+H]+.

Sources & evidence

ORD record
ord-30b3f2accdc243b390f7cc82ed6227f1
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

Loading…