N-(4-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide → 4-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine

Participants

Role	Name	HCID	Charge
Reactant	N-(4-(2-(1-Methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide	HCID 11962454	—
Reactant	7-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridine	HCID 22143563	—
Reactant	N-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl carbamothioyl)-2-(2-fluorophenyl)acetamide di-hydrochloride	HCID 86604196	—
Product	4-(2-(Methylsulfinyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine	HCID 59424528	31%

Reaction Steps

Starting from the compound 214 (scheme 46) and following the procedures described above for the synthesis of compound 228 (example 202) and 303a (example 232), title compound 234 was obtained in 31% yield as an off-white solid. 1H NMR (d-DMSO) δ ppm): 12.34(s, 1H), 11.81(s, 1H), 8.68(m, 1H,), 8.24(s, 1H), 7.79(m, 3H), 7.62(s, 1H), 7.40-7.13(m, 6H), 6.86(d, 1H), 4.02(s, 3H), 3.93(s, 2H). MS (m/z): 518.1(M+H) (found).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08470850B2
Source dataset	uspto-grants-2013_06
ORD ID	ord-b8f22dca2c434be38db70fce088f9720
Source note	uspto-grants-2013_06