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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500179Generated: November 1, 2026

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

https://huagongshe.com/reaction/500179

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 numberUS07767675B2
Source datasetuspto-grants-2010_08
ORD IDord-55319152177a46878b5dc1ff750dc8c2
Source noteuspto-grants-2010_08