Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525175Generated: November 4, 2026

(Pyrimidin-5-yl)boronic acid → (2RS,4R)-5',5'-difluoro-2-phenyl-6-(pyrimidin-5-yl)-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amine

https://huagongshe.com/reaction/1525175

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant(2RS,4R)-6-bromo-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amineHCID 71059462—
Product(2RS,4R)-5',5'-difluoro-2-phenyl-6-(pyrimidin-5-yl)-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amineHCID 7105966022%

Reaction Steps

In a manner analogous to that described in Example 19, the cross coupling reaction of (2RS,4R)-6-bromo-5′,5′-difluoro-2-phenyl-5′,6′-dihydrospiro[chroman-4,4′-[1,3]oxazin]-2′-amine (intermediate B6.3) with pyrimidin-5-ylboronic acid yielded the title compound (22% yield) as a white solid. MS (ISP): m/z=409.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079919B2
Source datasetuspto-grants-2015_07
ORD IDord-7c36170389334b22806c681ede78dbcc
Source noteuspto-grants-2015_07