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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499166Generated: October 30, 2026

Hydrochloric Acid → HCID 117942224, compound

https://huagongshe.com/reaction/1499166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 117942105HCID 117942105—
SolventWaterHCID 962—
ProductHCID 117942224HCID 117942224—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (3S)-2-benzyl 3-ethyl 8-(2-amino-6-(1-(4-cyano-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-2,3-dicarboxylate (0.35 g, 0.50 mmol, see Ex. 14) in MeOH (5 mL) and water (1 mL) was added LiOH—H2O (0.20 g, 5 mmol). The mixture was heated to 50° C. overnight. The reaction was then cooled to RT, and the reaction was acidified with 6N HCl to pH=1. Concentration in vacuo followed by reverse phase HPLC purification (MeOH/water/HOAc) provided (3S)-8-(2-amino-6-(1-(4-carboxy-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2-((benzyloxy)carbonyl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199994B2
Source datasetuspto-grants-2015_12
ORD IDord-4f7b4aabfc374ce3b34f961ff5c5e502
Source noteuspto-grants-2015_12