Thionyl Chloride → [2-(S)-(2-(R)-Methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone

Participants

Role	Name	HCID	Charge
Reactant	Thionyl Chloride	HCID 24386	—
Reactant	4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid	HCID 2734621	—
Reactant	(R)-2-methyl-1-((S)-pyrrolidin-2-ylmethyl)pyrrolidine	HCID 46911921	—
Product	[2-(S)-(2-(R)-Methyl-pyrrolidin-1-ylmethyl)-pyrrolidin-1-yl]-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone	HCID 57980025	—

Reaction Steps

The title intermediate is prepared in a manner substantially analogous General Procedure PP, except thionyl chloride is used instead of oxalyl chloride, using 2-(R)-methyl-1-(2-(S)-pyrrolidinylmethyl)pyrrolidine and 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoic acid (CAS 180516-87-4). MS (ES+) 399.5 (M+H)+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08008301B2
Source dataset	uspto-grants-2011_08
ORD ID	ord-3ee822536c4c4e5db4e33f0c434dc15d
Source note	uspto-grants-2011_08