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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028988Generated: November 3, 2026

Pyrrolidine → HCID 67324968, compound

https://huagongshe.com/reaction/1028988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2-Bromo-5-fluoro-3-methylbenzoic acidHCID 53430526—
SolventDimethylformamideHCID 6228—
ProductHCID 67324968HCID 67324968—

Reaction Steps

To a solution of 2-bromo-5-fluoro-3-methylbenzoic acid (140 mg, 0.60 mmol), pyrrolidine (99 μL, 1.20 mmol) and Hunig's base (210 μL, 1.20 mmol) in DMF (2 mL) at RT was added HATU (457 mg, 1.20 mmol) and the reaction stirred at this temp overnight. The reaction was quenched with water and the aqueous layer was extracted with EtOAc. The organic layer was then washed with water and brine (3× ea.), dried over Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography (0-60% Hex/EtOAC) to yield (2-bromo-5-fluoro-3-methylphenyl)(pyrrolidin-1-yl)methanone as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735384B2
Source datasetuspto-grants-2014_05
ORD IDord-5fa10cfe6fd94a7eb38b7b2425fc714c
Source noteuspto-grants-2014_05