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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401016Generated: October 26, 2026

Dimethylformamide → HCID 86659712, compound

https://huagongshe.com/reaction/2401016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AcetateHCID 517045—
Reactant3-Bromo-1-(4-chloro-2-trifluoromethylbenzyl)-1H-indazole-5-carbaldehydeHCID 86659709—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
ProductHCID 86659712HCID 86659712—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 3-bromo-1-(4-chloro-2-trifluoromethylbenzyl)-1H-indazole-5-carbaldehyde (0.479 mmol, from Example 407), Pd(dppf)Cl2 dichloromethane complex (0.0479 mmol), zinc cyanide (0.575 mmol), and sodium acetate (0.958 mmol) in DMF (6 mL) under argon was heated at 100° C. for 4 h, then concentrated under reduced pressure. Chromatographic purification of the residue (silica gel, hexanes to hexanes:EtOAc, 1:1) afforded 1-(4-Chloro-2-trifluoromethylbenzyl)-5-formyl-1H-indazole-3-carbonitrile as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796256B2
Source datasetuspto-grants-2014_08
ORD IDord-2fbf3388a37e4d738364769bb7bd4edb
Source noteuspto-grants-2014_08