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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060989Generated: October 31, 2026

Dimethylformamide → HCID 45139208, compound

https://huagongshe.com/reaction/2060989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 59238889HCID 59238889—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 45139208HCID 4513920846%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 2-(12-bromo-2,10-difluoro-5,7-dihydroindolo[2,3-b]carbazol-6-yloxy)-N,N-dimethylethanamine (97.8 mg, 0.1991 mmol), zinc cyanide (233.7 mg, 1.9910 mmol) and tetrakis(triphenylphosphine)palladium (0) (23.0 mg, 0.01991 mmol) in anhydrous DMF was purged with high-purity Ar for five minutes, sealed with Teflon cap and heated to 160° C. for 12 hours. The reaction mixture was cooled down and filtered. The solvent was removed via vacuum pump. The residue was purified via flash chromatography to provide the title compound (37.3 mg, 46%). 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.90 (s, 2H), 8.39 (dd, J=10.2, 2.8 Hz, 2H), 7.55 (dd, 8.8, 4.4 Hz, 2H), 7.31 (td, J=8.8, 2.4 Hz, 2H), 4.33 (t, J=4.2 Hz, 2H), 2.74 (t, J=4.2 Hz, 2H), 2.35 (s, 6H); MS (ESI) m/z 403.1 (M−H)−; MS (ESI) m/z 405.0 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278341B2
Source datasetuspto-grants-2012_10
ORD IDord-b1b0bd1f8e64484eb9f832310b5a3575
Source noteuspto-grants-2012_10