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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626641Generated: October 27, 2026

Triethylamine → (S)-tert-butyl 4-((2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1626641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 4-(bromomethyl)piperidine-1-carboxylateHCID 15512811—
Reactant(S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)ureaHCID 46894114—
SolventDimethylformamideHCID 6228—
Product(S)-tert-butyl 4-((2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)methyl)piperidine-1-carboxylateHCID 6667904413.2%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (Example 3) (147 mg, 0.37 mmol) and triethyamine (52 μL, 0.37 mmol) in DMF (3 mL, anhydrous) was added tert-butyl 4-(bromomethyl)piperidine-1-carboxylate (103 mg, 0.37 mmol). The reaction mixture was stirred at 75° C. until LCMS indicated reaction was complete. Solvent was then removed in vacuo. Purified by prep. HPLC (high pH) to afford a brown solid (28.9 mg, 0.049 mmol, 13%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785457B2
Source datasetuspto-grants-2014_07
ORD IDord-114a5e73b1144cc6884a96236e4af592
Source noteuspto-grants-2014_07