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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2110781Generated: October 25, 2026

(2,3-Dihydrobenzofuran-2-yl)methanamine → (6-Chloro-2-methoxy-pyrimidin-4-yl)-(2,3-dihydro-benzofuran-2-ylmethyl)-amine

https://huagongshe.com/reaction/2110781

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,3-Dihydrobenzofuran-2-yl)methanamineHCID 29905—
ReactantSodium BicarbonateHCID 516892—
Reactant4,6-Dichloro-2-methoxypyrimidineHCID 12052160—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product(6-Chloro-2-methoxy-pyrimidin-4-yl)-(2,3-dihydro-benzofuran-2-ylmethyl)-amineHCID 8661571174.5%

Reaction Steps

A mixture of 4,6-dichloro-2-methoxy-pyrimidine (0.41 g, 2.3 mmol), C-(2,3-dihydro-benzofuran-2-yl)-methylamine (0.52 g, 3.47 mmol), and NaHCO3 (0.97 g, 12 mmol) in EtOH (7 mL) is heated to reflux for 3 h. The mixture is diluted with water (8 mL), filtered, washed (water). The solid is dissolved in EtOAc, dried (MgSO4), filtered, and concentrated in vacuo to afford (6-chloro-2-methoxy-pyrimidin-4-yl)-(2,3-dihydro-benzofuran-2-ylmethyl)-amine (0.5 g) as a solid. LCMS: RT=2.59 minutes; MS: 292 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517889B2
Source datasetuspto-grants-2009_04
ORD IDord-304729d746864cfc817966688d06d4c7
Source noteuspto-grants-2009_04