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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205626Generated: November 2, 2026

Triethylamine → tert-Butyl (S)-3-((5-(1-((2-amino-5-cyano-6-methylpyrimidin-4-yl)amino)ethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)(methyl)amino)azetidine-1-carboxylate

https://huagongshe.com/reaction/2205626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Amino-4-chloro-6-methyl-5-pyrimidinecarbonitrileHCID 75412446—
Reactanttert-Butyl (S)-3-((5-(1-aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)(methyl)amino)azetidine-1-carboxylateHCID 118214763—
SolventDimethyl SulfoxideHCID 679—
Producttert-Butyl (S)-3-((5-(1-((2-amino-5-cyano-6-methylpyrimidin-4-yl)amino)ethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)(methyl)amino)azetidine-1-carboxylateHCID 118214762—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of tert-butyl (S)-3-((5-(1-aminoethyl)-1-methyl-1H-pyrrolo[3,2-b]pyridin-6-yl)(methyl)amino)azetidine-1-carboxylate (27.4 mg, 0.060 mmol) and 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile (17.20 mg, 0.102 mmol) in DMSO (2 mL) was added triethylamine (0.046 mL, 0.330 mmol) at room temperature. The reaction mixture was stirred at 90° C. for 5 hours. The solvent was removed with a stream of nitrogen. The crude title compound was used without further purification. ESI-MS m/z [M+H]+ calc'd for C25H33N9O2, 492. found 492.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371321B2
Source datasetuspto-grants-2016_06
ORD IDord-2cfe9c2b89b645b6901ea6d6030ecc9f
Source noteuspto-grants-2016_06