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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268883Generated: October 29, 2026

Nitrogen → 1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-methoxy-4-morpholin-4-yl-phthalazine

https://huagongshe.com/reaction/2268883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantMorpholineHCID 8083—
Reactant4-Chloro-1-[(3,5-dichloropyridin-4-yl)methyl]-6-methoxyphthalazineHCID 18629210—
ReactantEthyl acetate hexaneHCID 21226206—
SolventDimethylformamideHCID 6228—
Product1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-methoxy-4-morpholin-4-yl-phthalazineHCID 990921779%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution under stirring and dry N2 of 4-chloro-1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazine (1 g, 2.82 mmoles), prepared as described in example 45, in DMF (25 ml), at room temperature, was added with morpholine (0.73 g, 8.46 mmoles) and the temperature was raised to 100° C. After 14 hours the whole was brought to dryness and the solid partitioned between water and CH2Cl2. The organic phase was washed with water, anhydrified and brought to dryness to give a solid which was flash chromatographed (eluent: hexane/ethyl acetate 6:4, then in gradient up to 3:7) to give 0.9 g of the title compound (yield: 79%). m.p.: 179-180° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329370B1
Source datasetuspto-grants-2001_12
ORD IDord-3dabbd2e8c80456fbad1280df027890e
Source noteuspto-grants-2001_12