2-Methyl-3-(oxiran-2-yl)-6-(1H-tetrazol-1-yl)pyridine → 5-[(1R)-1-Hydroxy-2-(4-{2-hydroxy-2-[2-methyl-6-(1H-tetrazol-1-yl)pyridin-3-yl]ethyl}piperazin-1-yl)ethyl]-4-methyl-2-benzofuran-1(3H)-one

Participants

Role	Name	HCID	Charge
Reactant	2-Methyl-3-(oxiran-2-yl)-6-(1H-tetrazol-1-yl)pyridine	HCID 89543701	—
Reactant	5-((R)-2-((1R,5S)-3,8-diazabicyclo[3.2.1]octan-8-yl)-1-hydroxyethyl)-4-methylisobenzofuran-1(3H)-one hydrochloride	HCID 117642165	—
Product	5-[(1R)-1-Hydroxy-2-(4-{2-hydroxy-2-[2-methyl-6-(1H-tetrazol-1-yl)pyridin-3-yl]ethyl}piperazin-1-yl)ethyl]-4-methyl-2-benzofuran-1(3H)-one	HCID 117642102	—

Reaction Steps

5-[(1R)-1-Hydroxy-2-(4-{2-hydroxy-2-[2-methyl-6-(1H-tetrazol-1-yl)pyridin-3-yl]ethyl}piperazin-1-yl)ethyl]-4-methyl-2-benzofuran-1(3H)-one was prepared in a similar fashion to that described for the synthesis of EXAMPLE 34 starting from (R)-5-(1-hydroxy-2-(piperazin-1-yl)ethyl)-4-methylisobenzofuran-1(3H)-one (INTERMEDIATE 12) and 6-methyl-5-(oxiran-2-yl)-2-(1H-tetrazol-1-yl) pyridine (INTERMEDIATE 34).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09139585B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-7b0f69dffe864471b8101c701e4ea5ee
Source note	uspto-grants-2015_09