3-Phenylcyclopentan-1-amine → [Bis-(4-methoxy-phenyl)-phenyl-methyl]-{(R)-5,5-difluoro-4-[2-fluoro-5-((1RS,3RS)-3-phenyl-cyclopentylamino)-phenyl]-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl}-amine

Participants

Role	Name	HCID	Charge
Reactant	3-Phenylcyclopentan-1-amine	HCID 3044078	—
Reactant	[bis-(4-methoxy-phenyl)-phenyl-methyl]-[(R)-4-(5-bromo-2-fluoro-phenyl)-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-amine	HCID 58304193	—
Product	[Bis-(4-methoxy-phenyl)-phenyl-methyl]-{(R)-5,5-difluoro-4-[2-fluoro-5-((1RS,3RS)-3-phenyl-cyclopentylamino)-phenyl]-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl}-amine	HCID 71008781	27%

Reaction Steps

In a manner analogous to that described in Example 3 a), the amination of [bis-(4-methoxy-phenyl)-phenyl-methyl]-[(R)-4-(5-bromo-2-fluoro-phenyl)-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-amine (intermediate C4.1) with (RS)-3-phenyl-cyclopentylamine (CAS [103858-37-3]; WO2007135026) yielded the title compound (27% yield) as a yellow solid. MS (ISP): m/z=734.5 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08785436B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-62b98452b393442bac3b3cb2cbcad403
Source note	uspto-grants-2014_07