5-(Trifluoromethyl)pyrazine-2-carboxylic acid → N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-(trifluoromethyl)pyrazine-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	5-(Trifluoromethyl)pyrazine-2-carboxylic acid	HCID 55262854	—
Reactant	tert-butyl[(4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-5-trifluoromethyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl]carbamate	HCID 68171522	—
Product	N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-(trifluoromethyl)pyrazine-2-carboxamide	HCID 57523782	—

Reaction Steps

Synthesized from tert-butyl[(4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-5-trifluoromethyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl]carbamate and 5-trifluoromethylpyrazine-2-carboxylic acid according to the general procedure. 1H NMR (400 MHz, CDCl3) δ ppm 2.80 (dd, J=13 0.6, 3.8 Hz, 1 H), 3.11 (dd, J=13.8, 2.9 Hz, 1 H), 3.30-3.44 (m, 1 H), 3.87 (d, J=8.3 Hz, 1 H), 4.25-5.14 (m, 4 H), 7.07 (dd, J=11.9, 8.8 Hz, 1 H), 7.57 (dd, J=6.8, 2.8 Hz, 1 H), 7.86 (dt, J=8.4, 3.6 Hz, 1 H), 8.89 (s, 1 H), 9.53 (s, 2 H)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08940734B2
Source dataset	uspto-grants-2015_01
ORD ID	ord-82b4fc2a6c6247189c06c11794b99832
Source note	uspto-grants-2015_01