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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752544Generated: October 27, 2026

1,2-Dichloroethane → N-methoxy-N-methyl-1H-indazole-5-carboxamide

https://huagongshe.com/reaction/1752544

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
ReactantN,O-DimethylhydroxylamineHCID 14232—
Reactant1H-Indazole-5-carboxylic acidHCID 4248454—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductN-methoxy-N-methyl-1H-indazole-5-carboxamideHCID 62814299—

Reaction Steps

To a suspension of Example 75A (1.6 g, 10 mmol) and N,O-dimethylhydroxylamine (1.1 g, 11 mmol) in dichloromethane (40 mL) and dimethylformamide (10 mL) was added triethylamine (1.67 mL, 12 mmol) and EDC (2.1 g, 11 mmol), and the mixture was stirred at room temperature for 24 hours. The solvents were evaporated under reduced pressure, and the resulting residue was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate and purified by silica gel column chromatography in ethyl acetate to afford the title compound. MS (ESI+) m/z 206.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163007B2
Source datasetuspto-grants-2015_10
ORD IDord-2e5d65556ea249fa8a6984cd39a7a461
Source noteuspto-grants-2015_10