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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602101Generated: November 1, 2026

Pivaloyl chloride → HCID 59743959, compound

https://huagongshe.com/reaction/602101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivaloyl chlorideHCID 62493—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 59743772HCID 59743772—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59743959HCID 59743959117.2%

Reaction Steps

To a solution of N-azetidin-3-yl-6-(3-fluorophenyl)nicotinamide (50 mg, 0.12 mmol) in DMF (1 mL) was added DIPEA (0.06 mL, 0.32 mmol) and pivaloyl chloride (29.4 mg, 0.24 mmol). The reaction mixture was stirred at room temperature overnight and then diluted with ethyl acetate and water. The layers were separated and the organic layer washed with brine, dried (MgSO4) and the solvent removed to give a solid, which was purified by chromatography (silica, 80% etoac:hex) to give the desired product, N-[1-(2,2-dimethylpropanoyl)azetidin-3-yl]-6-(3-fluorophenyl)nicotinamide (50 mg, 86%). HRMS (M+H)=356.1856 observed, 356.1774 expected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902373B2
Source datasetuspto-grants-2011_03
ORD IDord-51de906279f1447a88e7a90a6e10259b
Source noteuspto-grants-2011_03