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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765605Generated: November 2, 2026

Acetic Acid → HCID 22477333, compound

https://huagongshe.com/reaction/1765605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDimethylamineHCID 674—
ReactantFormaldehydeHCID 712—
Reactant6-Phenyl-5H-pyrrolo[2,3-b]pyrazineHCID 339916—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 22477333HCID 22477333—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of dimethylamine in tetrahydrofuran (0.5 mL, 2.0M) at 0° C. was treated with glacial acetic acid (15 μl) then with formaldehyde (75 μl, 40% solution). After stirring at 0° C. for 10 minutes this mixture was treated with 6-phenyl-5H-pyrrolo[2,3-b]pyrazine [0.195 g, Example 2(c)] and then with tetrahydrofuran (3 mL) to ensure complete dissolution. The reaction mixture was allowed to warm to ambient temperature, then stirred overnight, then diluted with ethyl acetate (5 mL) and then extracted three times with hydrochloric acid (5 mL, 1N). The combined acid extracts were adjusted to pH 6–7 by addition of potassium hydroxide solution (5N). The resulting pale yellow solid was filtered, then washed with water and then dried to give the title compound (0.16 g) as a pale yellow solid, m.p. 191–192° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07227020B2
Source datasetuspto-grants-2007_06
ORD IDord-155d4f4ca70243ec8de58eec8509348e
Source noteuspto-grants-2007_06