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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626565Generated: October 30, 2026

Triethylamine → (S)-1-(3-hydroxypropyl)-3-(4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea

https://huagongshe.com/reaction/1626565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Amino-1-propanolHCID 9086—
Reactant(S)-phenyl 4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenylcarbamateHCID 66678768—
SolventDimethylformamideHCID 6228—
Product(S)-1-(3-hydroxypropyl)-3-(4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)ureaHCID 4691259526%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirring solution of (S)-phenyl 4-(6-methyl-4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenylcarbamate (intermediate 10) (50 mg, 0.12 mmol) in dry DMF, was added Et3N (51 μL, 0.36 mmol) and 3-aminopropan-1-ol (42 μL, 0.56 mmol). The reaction mixture was then heated at 50° C. for 2 hours. The solvent was then removed in vacuo and the crude residue was purified by prep. LCMS (high pH) affording the title compound as clear oil (12.5 mg, 0.029 mmol, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785457B2
Source datasetuspto-grants-2014_07
ORD IDord-42a257a2fe3246e19274baeab8f78ec2
Source noteuspto-grants-2014_07