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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282422Generated: November 1, 2026

Sodium hydride → HCID 86687010, compound

https://huagongshe.com/reaction/2282422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMorpholine, 4-(chloroacetyl)-HCID 74040—
ReactantHCID 86687009HCID 86687009—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86687010HCID 8668701062.8%

Reaction Steps

A solution of Intermediate 32a (115 mg, 0.39 mmol) in dry THF (4 mL) was added NaH (60% in mineral oil, 23 mg, 0.59 mmol) at RT and stirred for 15 min. 4-(Chloroacetyl)morpholine (56 μL, 0.43 mmol) was then added and the mixture heated at reflux for 3.5 h. After cooling, the dark brown mixture was diluted with water and extracted with DCM. The combined organics were dried and concentrated in vacuo. The residue was purified by FCC, using 0-5% MeOH in DCM, to give the title compound as light brown foam (103 mg, 62%). LCMS (Method 3): Rt 3.44 min, m/z 443 [MNa+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139584B2
Source datasetuspto-grants-2015_09
ORD IDord-03b1287949f14b90aeef7a721844340a
Source noteuspto-grants-2015_09