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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931320Generated: November 1, 2026

Acetic Acid → HCID 178521048, compound

https://huagongshe.com/reaction/931320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantSulfurHCID 5362487—
Reactant(R)-(4-(4,5-Diaminopyrimidin-2-yl)morpholin-2-yl)(pyrrolidin-1-yl)methanoneHCID 89853939—
Reactantethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidateHCID 117966385—
ProductHCID 178521048HCID 178521048—

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethyl 1-(4-chloro-1H-pyrazol-1-yl)cyclopropanecarbimidate (0.13 g, 0.46 mmol), sulfur (15 mg), acetic acid (0.53 mL, 9.3 mmol) and triethylamine (0.39 mL, 2.79 mmol) were added to the filtrate containing (R)-(4-(4,5-diaminopyrimidin-2-yl)morpholin-2-yl)(pyrrolidin-1-yl)methanone, prepared in the previous step, at room temperature. The reaction mixture was heated to 100° C. for 24 h. The solvent was removed under reduced pressure and the resulting crude material was purified via preparative TLC to afford the title compound (13 mg). MS (ES+APCI) (M+H) 443.0; LCMS retention time 4.485 min (Method T1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296745B2
Source datasetuspto-grants-2016_03
ORD IDord-0fc590a173bb4398aee2c52c9be96340
Source noteuspto-grants-2016_03