4-(Bromomethyl)benzonitrile → 4-(((6-(2-(2,4-Difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1H-tetrazol-1-yl)propyl)pyridin-3-yl)oxy)methyl)benzonitrile

Participants

Role	Name	HCID	Charge
Reactant	4-(Bromomethyl)benzonitrile	HCID 86996	—
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	4-(((6-(2-(2,4-Difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1H-tetrazol-1-yl)propyl)pyridin-3-yl)oxy)methyl)benzonitrile	HCID 71139094	—

Reaction Steps

Compound 9 was prepared in a similar manner to compound 1 from 4-(bromomethyl)benzonitrile to afford a white solid (80 mg, 33%). 1H NMR (500 MHz, CDCl3): δ 8.73 (s, 1H), 8.24 (s, 1H), 7.72 (d, J=7.5 Hz, 2H), 7.75-7.52 (m, 3H), 7.43 (br s, 1H), 7.39-7.35 (m, 1H), 7.31-7.29 (m, 1H), 6.78-6.74 (m, 1H), 6.70-6.67 (m, 1H), 5.51 (d, J=14.0 Hz, 1H), 5.18 (s, 2H), 5.13 (d, J=14.0 Hz, 1H). MS (ESI): m/z 485 [M+1]. HPLC: 97.12%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08748461B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-7b9636ebd4064405ad6f7f0fffd195ec
Source note	uspto-grants-2014_06