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

Participants

Role	Name	HCID	Charge
Reactant	2-Chloroaniline	HCID 7240	—
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)-4-[5-(2-chloro-phenylamino)-2-fluoro phenyl]-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl}-amine	HCID 71009160	61%

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 2-chloroaniline yielded the title compound (61% yield) as an off-white foam. MS (ISP): m/z=700.4 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08785436B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-c2d46ed3c3c74db1b7df73855fe28511
Source note	uspto-grants-2014_07