Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257835Generated: November 4, 2026

Diisopropylethylamine → tert-butyl (2S)-2-([5-(2-aminopyrimidin-5-yl)pyridin-2-yl]carbonylamino)-3,3-dimethylbutanoate

https://huagongshe.com/reaction/1257835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl (2S)-2-amino-3,3-dimethylbutanoate hydrochlorideHCID 56776989—
Reactant5-(2-Aminopyrimidin-5-yl)picolinic acidHCID 67223779—
SolventDimethylformamideHCID 6228—
Producttert-butyl (2S)-2-([5-(2-aminopyrimidin-5-yl)pyridin-2-yl]carbonylamino)-3,3-dimethylbutanoateHCID 6722327342.3%

Reaction Steps

N,N-Diisopropylethylamine (1.13 mL, 6.48 mmol) was added to a mixture of tert-butyl(2S)-2-amino-3,3-dimethylbutanoate hydrochloride (0.250 g, 1.12 mmol), and 5-(2-aminopyrimidin-5-yl)pyridine-2-carboxylic acid (0.242 g, 1.12 mmol) in N,N-dimethylformamide (10 mL). The mixture was stirred at RT for 3 h, and filtered. The filtrate was diluted with methanol (10 mL). The resulting solution was purified by RP-HPLC (pH 10) to give the desired product (182 mg, 42.3%). LCMS: (M+H)=386.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461330B2
Source datasetuspto-grants-2013_06
ORD IDord-a94233af78fe462084cdab89be4b1ce5
Source noteuspto-grants-2013_06