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

Participants

Role	Name	HCID	Charge
Reactant	Imidazole	HCID 795	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2-Bromo-3-(bromomethyl)pyridine	HCID 10901078	—
Product	2-Bromo-3-imidazol-1-ylmethyl-pyridine	HCID 57329866	—

Reaction Steps

Synthesized from 5a (891 mg, 2.78 mmol), imidazole (658 mg, 5.56 mmol) and K2CO3 (1.92 g, 13.9 mmol) according to Method B. Yield: 375 mg, 1.41 mmol, 51%. 1H NMR (CDCl3, 500 MHz): δH (ppm): 5.23 (s, 2H), 6.96 (t, J=1.3 Hz, 1H), 7.07 (d, J=7.6 Hz, 1H) 7.15 (t, J=1.3 Hz, 1H), 7.24 (dd, J=7.6, 4.7 Hz, 1H), 7.66 (brs, 1H), 8.32 (dd, J=4.7, 1.9 Hz, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=49.7, 119.3, 123.4, 130.0, 133.4, 136.6, 137.6, 142.0, 149.7; MS (ESI): m/z=239.10 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09394290B2
Source dataset	uspto-grants-2016_07
ORD ID	ord-519206a5b6a44ccfabbac36c1f33a857
Source note	uspto-grants-2016_07