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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765570Generated: November 1, 2026

Water → HCID 10111024, compound

https://huagongshe.com/reaction/1765570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantMorpholine, 4-(chloroacetyl)-HCID 74040—
ReactantHCID 9856583HCID 9856583—
SolventDimethylformamideHCID 6228—
ProductHCID 10111024HCID 1011102453.1%

Reaction Steps

A stirred solution of 6-(5-methoxy-1H-indol-3-yl)-5H-pyrrolo[2,3-b]pyrazine [70 mg, Example 11] in dry dimethylformamide (10 mL) was treated with sodium hydride (21.6 mg, 60% dispersion in mineral oil). After stirring for 30 minutes this mixture was treated with a solution of 4-(2-chloroacetyl)morpholine (44.1 mg) in dimethylformamide (1 mL) and stirring was continued for a further 3 hours. The reaction mixture was poured into water (20 mL) and then extracted three times with ethyl acetate (30 mL). The combined extracts were dried over sodium sulfate and then evaporated. The residue was triturated with diethyl ether to give the title compound (55 mg) as a yellow solid, m.p. 263–267° C. MS: 392.21 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07227020B2
Source datasetuspto-grants-2007_06
ORD IDord-69c0b871a9144ff385901eae2e0e7973
Source noteuspto-grants-2007_06