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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75284Generated: October 25, 2026

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

https://huagongshe.com/reaction/75284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-cyanopyrimidineHCID 14026907—
Reactant(S)-1-(1-Methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine 2,2,2-trifluoroacetateHCID 86707968—
SolventAcetonitrileHCID 6342—
Product(S)-2-Chloro-4-((1-(1-methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)amino)pyrimidine-5-carbonitrileHCID 8670797428.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

(S)-1-(1-Methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine 2,2,2-trifluoroacetate (100 mg, 0.271 mmol), 2,4-dichloropyrimidine-5-carbonitrile (70.7 mg, 0.406 mmol) and N-ethyl-N-isopropylpropan-2-amine (146 μL, 0.812 mmol) were combined in acetonitrile (1725 μL), and the resulting mixture was heated to 120° C. in a microwave reactor for 1 hour. The mixture was concentrated and purified on a silica gel column, eluting with EtOAc. The fractions were collected and concentrated in vacuo to give the title compound as a yellow solid (30 mg, 28%). ESI-MS m/z [M+H]+ calc'd for C19H17ClN8, 393.13; found 393.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835420B2
Source datasetuspto-grants-2014_09
ORD IDord-d6829d84fb7f411d81df52c5cfa82920
Source noteuspto-grants-2014_09