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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549009Generated: October 29, 2026

Water → HCID 10111024, compound

https://huagongshe.com/reaction/549009

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 numberUS07943616B2
Source datasetuspto-grants-2011_05
ORD IDord-6e6da5dbca1341e2ae72880cf10fe064
Source noteuspto-grants-2011_05