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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971199Generated: October 30, 2026

Diisopropylethylamine → (4-tert-Butyl-phenyl)-[7-(3-methanesulfonyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidin-4-yl]-amine

https://huagongshe.com/reaction/971199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-3-(methanesulfonyl)pyridineHCID 12513746—
ReactantN-(4-tert-butylphenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amineHCID 59021490—
SolventWaterHCID 962—
Product(4-tert-Butyl-phenyl)-[7-(3-methanesulfonyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidin-4-yl]-amineHCID 1200432048.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of N-(4-tert-butylphenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine (0.066 g, 0.23 mmol), 2-chloro-3-(methylsulfonyl)pyridine (Ponticello et al, J. Org. Chem., 44(17), 1979), (0.088 g, 0.47 mmol) and N,N-diisopropylethlamine (0.041 mL, 0.23 mmol) was heated in a sealed tube via microwave (Emrys Optimizer model, Personal Chemistry) for 30 min at 150° C. The reaction mixture was cooled to r.t. and poured into water (20 mL). The mixture was extracted with ethyl acetate (2×20 mL). The combined organic layers were washed with brine, dried over magnesium sulfate and concentrated to leave an oil which was purified by silica gel chromatography (ethyl acetate/hexane gradient) to give the title compound as a white solid (0.049 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312330B2
Source datasetuspto-grants-2007_12
ORD IDord-a01ef1da6a5849709e116f043408736a
Source noteuspto-grants-2007_12