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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525174Generated: November 3, 2026

5-Cyanopyridine-3-boronic acid → 5-((2RS,4R)-2'-amino-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazine]-6-yl)nicotinonitrile

https://huagongshe.com/reaction/1525174

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Cyanopyridine-3-boronic acidHCID 45079576—
Reactant(2RS,4R)-6-bromo-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazin]-2'-amineHCID 71059462—
Product5-((2RS,4R)-2'-amino-5',5'-difluoro-2-phenyl-5',6'-dihydrospiro[chroman-4,4'-[1,3]oxazine]-6-yl)nicotinonitrileHCID 7105972716%

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 5-cyanopyridin-3-ylboronic acid yielded the title compound (16% yield) as a white solid. MS (ISP): m/z=433.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079919B2
Source datasetuspto-grants-2015_07
ORD IDord-dfbc32ee094247d9b0cd54dcb023b2d8
Source noteuspto-grants-2015_07