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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530498Generated: November 4, 2026

9-Chloro-2-iodo-5,6-dihydroimidazo[1,2-d]pyrido[3,4-f][1,4]oxazepine → 12-Chloro-4-(pyridin-2-yl)-9-oxa-3,6,13-triazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene

https://huagongshe.com/reaction/1530498

Reaction equation

Participants

RoleNameHCIDCharge
Reactant9-Chloro-2-iodo-5,6-dihydroimidazo[1,2-d]pyrido[3,4-f][1,4]oxazepineHCID 58204780—
ReactantHCID 178418723HCID 178418723—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product12-Chloro-4-(pyridin-2-yl)-9-oxa-3,6,13-triazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaeneHCID 8667145887%

Reaction Conditions

Temperature35 °C

Reaction Steps

A mixture of 12-chloro-4-iodo-9-oxa-3,6,13-triazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene (1.00 g, 2.88 mmol), pyridin-2-ylzinc(II) bromide (0.5 M THF) (8.60 mL), Pd(PPh3)4 (498 mg, 0.432 mmol) in THF (30 mL) was stirred at 35° C. for 16 hr. After removal of the solvent, the residue was washed with acetone to afford 12-chloro-4-(pyridin-2-yl)-9-oxa-3,6,13-triazatricyclo[8.4.0.02,6]tetradeca-1(14),2,4,10,12-pentaene (750 mg, 87% yield) as yellow solid. LCMS (ESI) m/z: 299.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090628B2
Source datasetuspto-grants-2015_07
ORD IDord-c85b8aa636454e7cabba237e07ed6f45
Source noteuspto-grants-2015_07