3-(Trifluoromethyl)phenyl isocyanate → Methyl {8-fluoro-2-(9-methoxy-3,4-dihydropyrazino[1,2-a]indol-2-yl)-3-[3-(trifluoromethyl)phenyl]-3,4-dihydroquinazolin-4-yl}acetate

Participants

Role	Name	HCID	Charge
Reactant	3-(Trifluoromethyl)phenyl isocyanate	HCID 9483	—
Reactant	Methyl (2E)-3-{3-fluoro-2-[(triphenylphosphoranylidene)amino]phenyl}propenoate	HCID 11983908	—
Reactant	9-Methoxy-1,2,3,4-tetrahydropyrazino[1,2-a]indole	HCID 58941073	—
Product	Methyl {8-fluoro-2-(9-methoxy-3,4-dihydropyrazino[1,2-a]indol-2-yl)-3-[3-(trifluoromethyl)phenyl]-3,4-dihydroquinazolin-4-yl}acetate	HCID 58941062	—

Reaction Steps

Starting with 281 mg (0.6 mmol) of the iminophosphorane from Example 12A, 134 mg (0.6 mmol) of 1-isocyanato-3-(trifluoromethyl)benzene and 129 mg (0.6 mmol) of 9-methoxy-1,2,3,4-tetrahydropyrazino[1,2-a]indole from Example 34A, the general procedure [M] gives 239 mg (66% of theory) of product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08343981B2
Source dataset	uspto-grants-2013_01
ORD ID	ord-3ca3dee6976c43acb298f3d3e54607c5
Source note	uspto-grants-2013_01