N-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanine → HCID 57513707, compound

Participants

Role	Name	HCID	Charge
Reactant	N-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanine	HCID 2733845	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	HCID 57476895	HCID 57476895	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 57513707	HCID 57513707	—

Reaction Steps

To a solution of 2-tert-Butoxycarbonylamino-2-methyl-propionic acid (1.5 eq) and 4-(4-Fluoro-phenyl)-5-morpholin-4-yl-thiazol-2-ylamine (1 eq)) in DMF (50 mL) were added HATU (1.5 eq) and TEA (2 eq). Reaction was stirred at 60 C over night. Aqueous work up followed by silica gel chromatography afforded the title compound. LCMS Method A Rt=1.51 (M+1=465.1, M−1=463.1). 1H NMR (400 MHz, DMSO-D6) 1.21 (s, 1H) 1.28-1.40 (m, 14H) 2.80-2.87 (m, 4H) 3.70-3.77 (m, 4H) 7.21-7.27 (m, 2H) 8.10-8.16 (m, 2H) 11.59 (s, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08703761B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-5649f3910cda43b4915e4da8009e881e
Source note	uspto-grants-2014_04