Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175416Generated: November 1, 2026

Cesium carbonate → 2-(6-((1S,2S)-2-((6-chloro-2-methylpyrimidin-4-yloxy)methyl)cyclopropyl)pyridin-3-yl)propan-2-ol

https://huagongshe.com/reaction/2175416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4,6-Dichloro-2-methylpyrimidineHCID 234997—
Reactant2-(6-((1S,2S)-2-(Hydroxymethyl)cyclopropyl)pyridin-3-yl)propan-2-olHCID 71274328—
SolventTetrahydrofuranHCID 8028—
Product2-(6-((1S,2S)-2-((6-chloro-2-methylpyrimidin-4-yloxy)methyl)cyclopropyl)pyridin-3-yl)propan-2-olHCID 8672957428%

Reaction Steps

A solution of compound 8-2 (135 mg, 0.652 mmol) and 4,6-dichloro-2-methylpyrimidine (106.3 mg, 0.65 mmol) in THF (3.0 mL) was treated with Cs2CO3 (281 mg, 0.86 mmol) and heated to reflux for 12 h. The reaction mixture was filtrated and the filtrate was concentrated and purified directly by gradient elution on silica gel (Petroleum ether:ethyl acetate=2:1-1:1) to afford the title compound as a colorless oil (60 mg, 28%). LRMS (ES) calculated M+H for C17H20ClN3O2: 334.12. Found: 334.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062059B2
Source datasetuspto-grants-2015_06
ORD IDord-fc48a6758fe54b259a770e2ddbb9c16e
Source noteuspto-grants-2015_06