1-(Bromomethyl)-4-chlorobenzene → 1-(5-(4-Chlorobenzyloxy)pyridin-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol

Participants

Role	Name	HCID	Charge
Reactant	1-(Bromomethyl)-4-chlorobenzene	HCID 69329	—
Reactant	1-(5-(4-Chloro-2-fluorobenzyloxy)pyridin-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol	HCID 71475670	—
Product	1-(5-(4-Chlorobenzyloxy)pyridin-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol	HCID 71139168	—

Reaction Steps

Compound 4 was prepared in a similar manner to compound 1 from 1-(bromomethyl)-4-chlorobenzene to afford a syrup (0.04 g, 0.08 mmol, 28.7%). 1H NMR (500 MHz, CDCl3): δ 8.73 (s, 1H), 8.23 (d, J=2.0 Hz, 1H), 7.51 (d, J=8.5 Hz, 2H), 7.40 (d, J=8.5 Hz, 2H), 7.34-7.29 (m, 2H), 7.28 (dd, J=9.0, 3.0 Hz, 1H), 6.77-6.73 (m, 1H), 6.67 (t, J=7.0 Hz, 1H), 5.55 (d, J=14 Hz, 1H), 5.09 (s, 2H), 5.08 (d, J=14.5 Hz, 2H). MS (ESI): m/z 494.1 [M++1]. HPLC: 99.43%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09220265B2
Source dataset	uspto-grants-2015_12
ORD ID	ord-2e9153f28a60430e9330acc32d073d2f
Source note	uspto-grants-2015_12