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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056616Generated: October 26, 2026

Water → HCID 118021299, compound

https://huagongshe.com/reaction/1056616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant2,6-Difluorobenzoyl chlorideHCID 87438—
Reactant6-Bromo-4-methylpyridin-3-amineHCID 19926094—
SolventDichloromethaneHCID 6344—
ProductHCID 118021299HCID 11802129970.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a (0° C.) cooled and stirred solution of 2,6-difluorobenzoyl chloride (357 μL, 2.83 mmol) in DCM (5 mL) was added 6-bromo-4-methylpyridin-3-amine (583 mg, 3.12 mmol) followed by the addition of pyridine (344 μL, 4.25 mmol). The resulting mixture was then stirred at room temperature overnight. Water (5 mL) was added to the above mixture and then extracted with DCM (3×10 mL). The combined organic layers were washed with 10% aq.HCl (10 mL), dried (Na2SO4) and filtered. The filtrate was concentrated under vacuum to afford 650 mg (70%) of the title compound as a white solid. 1HNMR (400 MHz, DMSO-d6) δ 10.56 (s, 1H, D2O exchangeable), 8.41 (s, 1H), 7.66 (s, 1H), 7.65-7.58 (m, 1H), 7.27 (t, J=7.0 Hz, 2H), 2.27 (m, 3H); (ESI-MS (m/z) 327, 329 [(MH)+, Br79, 81].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399638B2
Source datasetuspto-grants-2016_07
ORD IDord-45472d6bd3874fa18fe40c9ead3b253a
Source noteuspto-grants-2016_07