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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475154Generated: October 29, 2026

N-methyl-2-pyrrolidone → HCID 178509430, compound

https://huagongshe.com/reaction/475154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 178505400HCID 178505400—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 178509430HCID 17850943093.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 6-bromo-5-fluoro-1H-benzo[d]imidazole (10.0 g, 46.5 mmol), Pd(PPh3)4 (7.97 g, 6.9 mmol), and Zn(CN)2 (8.46 g, 93 mmol) in NMP (150 mL) under nitrogen was heated at 110° C. for 16 h. The reaction mixture was quenched with water and extracted with EtOAc (100 mL×5). The combined extracts were washed with brine (300 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford 6-fluoro-3H-benzo[d]imidazole-5-carbonitrile as white solid (7.0 g, 93.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-03866fa874fb4195a05112e3f312c82b
Source noteuspto-grants-2014_01