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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056941Generated: October 31, 2026

Acetic Acid → HCID 178427325, compound

https://huagongshe.com/reaction/1056941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium NitriteHCID 23668193—
Reactant4-[3,4-Diamino-2-(2,4-difluorophenoxy)phenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-oneHCID 118093828—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178427325HCID 17842732579%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 4-[3,4-diamino-2-(2,4-difluorophenoxyl)phenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one (0.040 g, 0.074 mmol) in acetic acid (0.1 mL, 3 mmol) was treated with water (0.37 mL, 21 mmol) followed by sodium nitrite (0.026 g, 0.37 mmol) and stirred at 20° C. for 30 min. The reaction mixture was diluted with ethyl acetate and water. The organic layer was washed with saturated sodium bicarbonate (2×) and brine, dried with magnesium sulfate, filtered, and concentrated to give the desired product (32 mg, 78%) as a crude brown residue that was used immediately without further purification. LCMS calculated for C27H20F2N5O4S (M+H)+: m/z=548.1. found: 548.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399640B2
Source datasetuspto-grants-2016_07
ORD IDord-17cb995d487c4b40ab1a756274369c3b
Source noteuspto-grants-2016_07