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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2117050Generated: October 31, 2026

Dimethylformamide → HCID 59814744, compound

https://huagongshe.com/reaction/2117050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 59814692HCID 59814692—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
ProductHCID 59814744HCID 59814744—

Reaction Conditions

Temperature160 °C

Reaction Steps

To a solution of 10-(8-aza-bicyclo[3.2.1]oct-3-yl)-3-bromo-10H-phenothiazine, 4i (50 mg, 0.13 mmol) in DMF (750 μL) was added zinc cyanide (15 mg, 0.13 mmol) and tetrakistriphenylphosphine palladium (4 mg), the solution was purged with nitrogen, and the mixture was heated in the microwave for 5 min at 160° C. The mixture was allowed to cool to rt, and purified via reverse phase HPLC (eluent: CH3CN in water containing 0.1% TFA) to yield title compound 10-(8-aza-bicyclo[3.2.1]oct-3-yl)-10H-phenothiazine-3-carbonitrile, 1aa as a TFA salt and as a mixture of endo and exo isomers. MS m/z (MH+) 334.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07439239B2
Source datasetuspto-grants-2008_10
ORD IDord-2541a4f02d304fff8468a6c33edebc09
Source noteuspto-grants-2008_10