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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919638Generated: October 31, 2026

Hydrochloric Acid → HCID 69676371, compound

https://huagongshe.com/reaction/919638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 86706483HCID 86706483—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 69676371HCID 6967637171%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (R)-methyl 4-((1-(2-((3,5-dichlorophenyl)amino)acetyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (173 mg, 0.36 mmol, 1.0 eq) in CH3OH (20 mL) and water (10 mL) was added NaOH (73 mg, 1.82 mmol, 5.0 eq). The mixture was stirred at 80° C. for 10 h, cooled to rt, adjusted pH to 6 with HCl (1N) the aqueous layer was extracted with EtOAc (50 mL×3). The organic layer was separated and concentrated in vacuo to afford the title compound as a yellow solid which was used to next step without further purification (120 mg, yield: 71%) to use next step. 1H NMR (400 MHz, CD3OD) δ: 8.6˜88.63 (m, 1H), 7.37˜7.32 (m, 1H), 7.02˜6.95 (m, 1H), 6.6˜06.57 (m, 2H), 6.34 (s, 1H), 4.57˜4.41 (m, 1H), 4.10˜3.75 (m, 5H), 3.65˜0.362 (m, 1H), 2.22˜2.21 (m, 1H), 2.04˜1.79 (m, 3H). ESI-MS: 462.1 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273028B2
Source datasetuspto-grants-2016_03
ORD IDord-9b1a96369bae4ffab541574b37b78422
Source noteuspto-grants-2016_03