5-Difluoromethympyrazine-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)-4,5-difluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	5-Difluoromethympyrazine-2-carboxylic acid	HCID 57468575	—
Reactant	tert-butyl [(4aS,5S,7aS)-7a-(5-amino-2,3-difluorophenyl)-5-trifluoromethyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl]carbamate	HCID 68171526	—
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)-4,5-difluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide	HCID 57523786	—

Reaction Steps

Synthesized from tert-butyl[(4aS,5S,7aS)-7a-(5-amino-2,3-difluorophenyl)-5-trifluoromethyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl]carbamate and 5-difluoromethyl-pyrazine-2-carboxylic acid according to the general procedure. 1H NMR (400 MHz, CDCl3) δ ppm 2.90 (dd, J=13.8, 3.7 Hz, 1 H), 3.19 (dd, J=13.8, 2.7 Hz, 1 H), 3.31-3.49 (m, 1 H), 3.95 (d, J=7.6 Hz, 1 H), 4.44-5.15 (m, 4 H), 6.81 (t, J=55.8 Hz, 4 H), 7.22-7.35 (m, 1 H), 8.08 (ddd, J=11.2, 6.8, 2.7 Hz, 1 H), 8.94 (s, 1 H), 9.53 (s, 1 H), 9.67 (s, 1 H)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08940734B2
Source dataset	uspto-grants-2015_01
ORD ID	ord-137f95dd6a374ee983cae1ccdbc6194a
Source note	uspto-grants-2015_01