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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331030Generated: November 1, 2026

Dimethylformamide → HCID 71089566, compound

https://huagongshe.com/reaction/331030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxybromideHCID 24613—
ReactantHCID 178516811HCID 178516811—
SolventTolueneHCID 1140—
ProductHCID 71089566HCID 7108956682.7%

Reaction Conditions

Temperature110 °C

Reaction Steps

6-(1-pyrrolidinyl)-4-pyridazinol (D47) (35 mg, 0.212 mmol) was suspended in toluene (2 mL), followed by addition of phosphorus oxybromide (121 mg, 0.424 mmol). The reaction mixture was heated to 110° C. for 2 hours. The reaction was cooled to RT followed by addition of DMF (2.0 mL). The reaction was then heated at 110° C. again for 2 hours. Reaction mixture was allowed to cool to RT, and then poured onto crush ice portionwise with stirring. The mixture was neutralized with 5M NaOH and then extracted with ethyl acetate (3×20 mL). The combined organics were dried and concentrated down to give the title compound (40 mg) which was taken on to the next step without purification. LCMS (A): m/z (M+H)+ 228/230, C8H10BrN3 requires 227/229 (acidic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877742B2
Source datasetuspto-grants-2014_11
ORD IDord-49c7f304f003409680e9d7d5019a1ad9
Source noteuspto-grants-2014_11