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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809711Generated: November 1, 2026

Water → HCID 68109074, compound

https://huagongshe.com/reaction/1809711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantCis tert-Butyl 4-aminocyclohexylcarbamateHCID 2756050—
Reactant3-(3-bromo-phenyl)-6-chloro-1-trityl-1H-pyrazolo[3,4-d]pyrimidineHCID 86667965—
SolventDimethylformamideHCID 6228—
ProductHCID 68109074HCID 68109074—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 3-(3-bromo-phenyl)-6-chloro-1-trityl-1H-pyrazolo[3,4-d]pyrimidine (from Example 42 supra) (1.10 g, 2.0 mmol) in DMF (20 mL) was add DIPEA (0.39 g, 2.8 mmol) and (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (0.60 g, 2.8 mmol). This mixture was stirred at 120° C. for 12 hours. After cooling to room temperature, the reaction mixture was poured into water (100 mL) and the resulting precipitate was collected by filtration. The obtained yellow solid was purified by chromatography (silica gel, MeOH:dichloromethane, 1:100) to give a light solid which was washed with ether (4 mL) to give {4-[3-(3-bromo-phenyl)-1-trityl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester as a white solid. (Yield 730 mg, 50.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362023B2
Source datasetuspto-grants-2013_01
ORD IDord-5c3c630a88ac444186d488b5079ecd7d
Source noteuspto-grants-2013_01