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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799862Generated: October 28, 2026

Methyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate → Methyl 2-cyano-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate

https://huagongshe.com/reaction/1799862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylateHCID 58204516—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-cyano-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylateHCID 6705062074.3%

Reaction Steps

Methyl 2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate (740, 2.3 mmol) and copper cyanide (537 mg, 6.9 mmol) were mixed in DMF (8 mL). The reaction was microwaved on 200 watts, 150° C. for 40 minutes. The reaction mixture was partitioned between 15% ammonia in water and EtOAc. The aqueous layer was extracted with EtOAc three times, combined organic extracts were washed with water, brine and dried over MgSO4 to produce 0.46 g (74% yield) of methyl 2-cyano-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343955B2
Source datasetuspto-grants-2013_01
ORD IDord-51b6d3a3e3a444cfb0791bf9cf401fc7
Source noteuspto-grants-2013_01