1-(2-Pyrimidinyl)piperazine → (S)-3-(3,4-difluorophenyl)-N-(3,3-dimethyl-1-oxo-1-(4-(pyrimidin-2-yl)piperazin-1-yl)butan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	1-(2-Pyrimidinyl)piperazine	HCID 88747	—
Reactant	(S)-N-(1-(2-cyanoethylamino)-3,3-dimethyl-1-oxobutan-2-yl)-3-(3,4-difluorophenyl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide	HCID 46862252	—
Product	(S)-3-(3,4-difluorophenyl)-N-(3,3-dimethyl-1-oxo-1-(4-(pyrimidin-2-yl)piperazin-1-yl)butan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide	HCID 46862249	—

Reaction Steps

Compound 107 was prepared by the procedure described for the synthesis of compound 104 by replacing 2-cyanoethylamine with 2-(piperazin-1-yl)pyrimidine. LCMS (+ESI) m/z=540.4 [M+H]+. 1H NMR (CDCl3) δ 8.33 (d, J=4.8 Hz, 2H), 8.00 (d, J=9.6 Hz, 1H), 7.47-7.52 (m, 1H), 7.30-7.33 (m, 1H), 7.19-7.26 (m, 1H), 6.56 (t, J=4.8 Hz, 1H), 4.90 (d, J=9.6 Hz, 1H), 4.82 (s, 2H), 4.00-4.06 (m, 1H), 3.63-3.96 (m, 9H), 3.18 (br, 2H), 1.11 (s, 9H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08653127B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-550d299859b84593a16605978c9efcd9
Source note	uspto-grants-2014_02