Imidazole → 5-((1H-imidazol-1-yl)methyl)-2-bromopyridine

Participants

Role	Name	HCID	Charge
Reactant	Imidazole	HCID 795	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	18-Crown-6	HCID 28557	—
Reactant	2-Bromo-5-bromomethylpyridine	HCID 6424660	—
Product	5-((1H-imidazol-1-yl)methyl)-2-bromopyridine	HCID 70680985	—

Reaction Steps

Synthesized using 1b (1.32 g, 5.26 mmol), imidazole (0.75 g, 11.00 mmol), K2CO3 (1.13 g, 8.16 mmol) and 18-crown-6 according to Method B. Yellow solid. Yield: 0.75 g, 60%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=5.12 (s, 2H), 6.88 (t, J=1.2 Hz, 1H), 7.13 (s, 1H), 7.28 (d, J=2.5 Hz, 1H), 7.48 (d, J=8.5 Hz, 1H), 7.56 (s, 1H), 8.28 (d, J=2.5 Hz, 1H); MS (ESI): m/z=239.08 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09394290B2
Source dataset	uspto-grants-2016_07
ORD ID	ord-28b7cea98c2943a2aaab9fb62b343ea6
Source note	uspto-grants-2016_07