Imidazole → 3-Bromo-2-chloro-5-imidazol-1-ylmethyl-pyridine

Participants

Role	Name	HCID	Charge
Reactant	Imidazole	HCID 795	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	3-Bromo-5-(bromomethyl)-2-chloropyridine	HCID 84819872	—
Product	3-Bromo-2-chloro-5-imidazol-1-ylmethyl-pyridine	HCID 70683110	—

Reaction Steps

Synthesized from 6a (2.38 g, 8.34 mmol), imidazole (1.14 g, 16.7 mmol) and K2CO3 (5.76 g, 41.7 mmol) according to Method B. Yield: 1.88 g, 6.90 mmol, 83%. 1H NMR (CDCl3, 500 MHz): δH (ppm): 5.14 (s, 2H), 6.89 (bs, 1H), 7.13 (d, J=4.0 Hz, 1H), 7.61-7.63 (m, 1H), 7.70 (brs, 1H), 8.20 (brs, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=46.8, 118.9, 120.8, 130.5, 132.2, 137.2, 140.8, 146.3, 150.9; MS (ESI): m/z=272.05 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09394290B2
Source dataset	uspto-grants-2016_07
ORD ID	ord-5eb616b4e1324240a8c10d282e82e3f7
Source note	uspto-grants-2016_07