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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196580Generated: October 31, 2026

Water → HCID 59843198, compound

https://huagongshe.com/reaction/2196580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromomethyl 2-methoxyphenyl ketoneHCID 123440—
Reactant2-Amino-5-bromo-3-methylpyridineHCID 137934—
SolventEthanolHCID 702—
ProductHCID 59843198HCID 5984319854.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-bromo-2′-methoxyacetophenone (0.500 g, 2.183 mmol) and 2-amino-5-bromo-3-methylpyridine (0.408 g, 2.183 mmol) in ethanol (8 mL) was heated to 80° C. for 16 hours in a pressure vessel. A yellow thick precipitate formed. Water was added and the solid was extracted with ethyl acetate (some DCM and MeOH were added to help in the dissolution). The organic extracts were then washed with brine, dried over Na2SO4, filtered and concentrated and the residue was purified by silica gel chromatography (Biotage SNAP 100 g, 10 to 20% ethyl acetate in hexanes) to give 220 (0.375 g, 1.182 mmol, 54.2% yield) as a white solid. LRMS (ESI): calc. 316.02 found 317.1 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338437B2
Source datasetuspto-grants-2012_12
ORD IDord-131aaa0041c0475f9ee6cf44eb798276
Source noteuspto-grants-2012_12