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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076287Generated: October 31, 2026

2,3-Dihydro-1-benzofuran-3-amine → HCID 67095778, compound

https://huagongshe.com/reaction/2076287

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydro-1-benzofuran-3-amineHCID 13778152—
ReactantHCID 87267015HCID 87267015—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67095778HCID 67095778—

Reaction Conditions

Temperature120 °C

Reaction Steps

N-(2-Chloro-quinolin-5-yl)-3,4,5-trifluoro-benzenesulfonamide (150 mg, 0.402 mmol) was dissolved in 5 mL dioxane. Argon was bubbled through the solution for 2 minutes to remove oxygen. rac-2,3-Dihydro-benzofuran-3-ylamine (CAS 109926-35-4, 82 mg, 0.607 mmol), sodium tert.-butylate (97 mg, 1.01 mmol), 1,1′-bis(diphenylphosphin)ferrocen (33 mg, 0.06 mmol) and 1,1′-bis(diphenylphosphin)ferrocen-palladium(II) chloride (16 mg, 0.02 mmol) were added. The reaction mixture was stirred in a sealed tube at 120° C. for 6 hours. The solvent was evaporated and the residue purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->70:30 gradient). The title compound was obtained as a yellow foam (100 mg, 53%), MS: m/e 472.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923561B2
Source datasetuspto-grants-2011_04
ORD IDord-a4c9fb7ba0734ab89ffbc4a1099fb7a1
Source noteuspto-grants-2011_04