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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657797Generated: October 31, 2026

Diisopropylethylamine → 5-Chloro-2-{4-[(S)-2-hydroxy-1-(6-methoxy-pyridin-3-yl)-ethylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrile

https://huagongshe.com/reaction/657797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-2-Amino-2-(6-methoxypyridin-3-yl)ethanolHCID 55278315—
Reactant5-Chloro-2-(4-chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrileHCID 59840687—
SolventAcetonitrileHCID 6342—
Product5-Chloro-2-{4-[(S)-2-hydroxy-1-(6-methoxy-pyridin-3-yl)-ethylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl}-benzonitrileHCID 25063208—

Reaction Steps

A reaction mixture of 5-chloro-2-(4-chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile (250 mg, 0.82 mmol) and (S)-2-amino-2-(6-methoxypyridin-3-yl)ethanol (110 mg, 0.68 mmol) in acetonitrile (3 mL) and N,N-diisopropylethylamine (240 μL, 1.4 mmol) was subjected to microwave irradiation at 180° C. for 4 h. The reaction mixture was concentrated and the residue was purified by silica gel column (0-15% MeOH/CH2Cl2) to yield a crude product which was recrystallized from MeOH to yield colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076345B2
Source datasetuspto-grants-2011_12
ORD IDord-c82cd4d4204d439f9725b21fa7c9b114
Source noteuspto-grants-2011_12