2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-amine → 3-(2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)ethoxy)-N-((S)-6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazin-6-yl) propanamide

Participants

Role	Name	HCID	Charge
Reactant	2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-amine	HCID 59840621	—
Reactant	3-(2-(4-(4-(Trifluoromethoxy)phenoxy)piperidin-1-yl)ethoxy)propionyl chloride	HCID 86685905	—
Product	3-(2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)ethoxy)-N-((S)-6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazin-6-yl) propanamide	HCID 71577800	38%

Reaction Steps

Similar to the manipulation of example 22, with (S)-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine-6-amine (110 mg, 0.6 mmol) and 3-(2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)ethoxy) propionyl chloride (296 mg, 0.72 mmol) as crude materials, title compound as 124 mg yellow powder was generated and yield was 38%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08563547B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-9bb54523447e47d2b61e2cc3e186ee52
Source note	uspto-grants-2013_10