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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428707Generated: October 30, 2026

Dimethylformamide → HCID 10108919, compound

https://huagongshe.com/reaction/428707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 10293504HCID 10293504—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 10108919HCID 10108919—

Reaction Conditions

Temperature90 °C

Reaction Steps

Using Method L above, (Z)-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-5-nitro-4-[(3-pyridinyl)ethynyl]-2H-indol-2-one (0.1 g, 0.26 mmol) (from Example 68 above) was reduced with Zn (0.15 g, 2.33 mmol) and NH4Cl (30.6 mg, 0.57 mmol) in 10% water in methanol (10 mL) with a trace of DMF and heating at 90° C. for 5 h, to yield (Z)-5-amino-1,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-4-[(3-pyridinyl)ethynyl]-2H-indol-2-one. (Yield 28 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313310B1
Source datasetuspto-grants-2001_11
ORD IDord-cfca4c70c23f4030a249147c118a0973
Source noteuspto-grants-2001_11