(2S)-2-Amino-3,3-dimethyl-1-butanol → (S)-3-(3,4-difluorophenyl)-N-(1-hydroxy-3,3-dimethylbutan-2-yl)-4,5,6,7-tetrahydro-1H-indazole-1-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	(2S)-2-Amino-3,3-dimethyl-1-butanol	HCID 2734079	—
Reactant	(S)-3-(3,4-difluorophenyl)-N-(3,3-dimethyl-1-(methyl-amino)-1-oxobutan-2-yl)-6,7-dihydropyrano[4,3-c]pyrazole-1(4H)-carboxamide	HCID 46834697	—
Product	(S)-3-(3,4-difluorophenyl)-N-(1-hydroxy-3,3-dimethylbutan-2-yl)-4,5,6,7-tetrahydro-1H-indazole-1-carboxamide	HCID 46862571	—

Reaction Steps

Compound 51 was prepared according to the procedure described for the synthesis of compound 28 by replacing intermediate 16 with intermediate 18, and replacing tert-leucine methylamide with tert-leucinol. 1H NMR (CDCl3) δ 7.54-7.60 (m, 1H), 7.41-7.47 (m, 2H), 7.17-7.23 (m, 1H), 6.95 (dd, J=7.3, 3.4 Hz, 1H), 3.80-3.86 (m, 1H), 3.65-3.70 (m, 1H), 3.04 (m, 2H), 2.64 (m, 2H), 1.74-1.84 (m, 4H), 1.04 (s, 9H). LCMS (+ESI) m/z=378.3 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08653127B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-17210bce264a4f4db2295d3492b12414
Source note	uspto-grants-2014_02