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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059955Generated: October 30, 2026

Sodium Hydroxide → GSK-2262167 sodium

https://huagongshe.com/reaction/2059955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoateHCID 57505851—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductGSK-2262167 sodiumHCID 53249052—

Reaction Conditions

Temperature60 °C

Reaction Steps

2M sodium hydroxide (2 ml) was added to a solution of ethyl 3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate (Preparation 24; 80 mg, 0.17 mmol) in ethanol (2 ml) at 60° C. The reaction mixture was stirred at 60° C. for 2 hours, cooled to room temperature and diluted with water (2 ml). The solid was filtered off, washed with a small amount of water and dried to give the title compound as a colourless solid (55 mg). 1H NMR (400 MHz, d6DMSO) δ: 1.39 (6H, d), 2.08 (2H, t), 2.44 (3H, s), 2.59-2.78 (6H, m), 3.56 (2H, s), 4.98 (1H, m), 7.09 (1H, d), 7.55 (1H, d), 7.65 (1H, d), 8.40 (1H, dd), 8.50 (1H, s). MS m/z 447 [MH]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278324B2
Source datasetuspto-grants-2012_10
ORD IDord-8ab1c98732ad4a6488ed3af36e0b612f
Source noteuspto-grants-2012_10