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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853331Generated: November 1, 2026

Methanol → HCID 86673092, compound

https://huagongshe.com/reaction/1853331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantHCID 86673084HCID 86673084—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 86673092HCID 8667309272%

Reaction Conditions

Temperature100 °C

Reaction Steps

In a 75 ml sealed tube were charged 6-bromo-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one O-tert-butyl-oxime (tert-butyl protected oxime of example 66) (250 mg, 0.60 mmol), palladium acetate (14 mg, 0.06 mmol), 1,1′-bis(diphenylphosphino)ferrocene (68 mg, 0.12 mmol), triethylamine (170 μl, 1.22 mmol), methanol (125 μl, 3.03 mmol) and dimethylformamide (5 ml). The suspension was degazed with carbone monoxide for 15 minutes. The tube was sealed and heated to 100° C. for 18 hours. The mixture was degazed with argon to remove the excess of carbone monoxide and then diluted with ethyl acetate, washed with a saturated solution of ammonium chloride, water, brine, dried over sodium sulfate and concentrated to dryness. The residue was purified by silica gel flash chromatography (gradient cyclohexane/ethyl acetate 0-80%) to yield the title compound as a yellow solid (172 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962627B2
Source datasetuspto-grants-2015_02
ORD IDord-62c5eb5533a4413fbd57990c2682e7d1
Source noteuspto-grants-2015_02