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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791795Generated: November 4, 2026

Dimethylformamide → HCID 178494340, compound

https://huagongshe.com/reaction/1791795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMorpholineHCID 8083—
Reactant(2R)-6-methoxy-4-(3-methylindol-5-yloxy)-7-(oxiran-2-ylmethoxy)quinazolineHCID 54069082—
ProductHCID 178494340HCID 17849434093%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (2R)-6-methoxy-4-(3-methylindol-5-yloxy)-7-(oxiran-2-ylmethoxy)quinazoline (350 mg, 0.93 mmol), (prepared as described in Example 278), and morpholine (0.24 ml, 2.78 mmol) in DMF (5 ml) was stirred at 60° C. for 24 hours and allowed to cool to ambient temperature. The solvents were removed in vacuo and the residue purified by silica column chromatography using gradient elution (dichloromethane, 5% methanol/95% dichloromethane, methanol/dichloromethane/0.880 saturated aqueous ammonia (100/8/1)) to give (2R)-7-(2-hydroxy-3-morpholinopropoxy)-4-methoxy-4-(3-methylindol-5-yloxy)quinazoline (398 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074800B1
Source datasetuspto-grants-2006_07
ORD IDord-1073a0acd8fd49f589f14c410c5a7776
Source noteuspto-grants-2006_07