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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205628Generated: November 1, 2026

Diisopropylethylamine → (S)-2-Amino-4-((1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-6-methylpyrimidine-5-carbonitrile

https://huagongshe.com/reaction/2205628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-4-chloro-6-methyl-5-pyrimidinecarbonitrileHCID 75412446—
Reactant(S)-1-(6-Bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamineHCID 86707977—
SolventAcetonitrileHCID 6342—
Product(S)-2-Amino-4-((1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)-6-methylpyrimidine-5-carbonitrileHCID 11820772594%

Reaction Conditions

Temperature75 °C

Reaction Steps

A microwave vial was charged with (S)-1-(6-bromo-1-methyl-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine (2 g, 7.87 mmol), 2-amino-4-chloro-6-methylpyrimidine-5-carbonitrile (1.592 g, 9.44 mmol), acetonitrile (40 mL), and DIPEA (5.50 mL, 31.5 mmol). The reaction mixture was heated to 75° C. for 1 hour in an oil bath and then cooled to room temperature. A precipitate was isolated by vacuum filtration and washed with acetonitrile to give the title compound as an off-white solid (2.85 g, 94%). ESI-MS m/z [M+H]+ calc'd for C16H16BrN7, 386. found 386.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371321B2
Source datasetuspto-grants-2016_06
ORD IDord-51459d3cb97d4a58aaf30465df765fdc
Source noteuspto-grants-2016_06