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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1411257Generated: November 1, 2026

Hydrochloric Acid → HCID 90449936, compound

https://huagongshe.com/reaction/1411257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 90449586HCID 90449586—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90449936HCID 9044993682.4%

Reaction Steps

The methyl 5-chloro-1-((5-((2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)thio)thiazol-2-yl)carbamoyl)spiro[indoline-3,3′-pyrrolidine]-1′-carboxylate (90.0 mg, 0.163 mmol) obtained in Example 136 was dissolved in tetrahydrofuran (1 mL) and methanol (1 mL). Thereafter, a 12 N aqueous solution of hydrochloric acid (0.2 mL) was added to the above obtained solution, and the thus obtained mixture was then stirred at room temperature for 10 minutes. Thereafter, the reaction solution was neutralized with a saturated aqueous solution of sodium hydrogen carbonate, and was then extracted with chloroform. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=10:1) to obtain the captioned compound (63.0 mg, 82%) in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921576B2
Source datasetuspto-grants-2014_12
ORD IDord-02b3ddeb6c82406a98f13b95ecf442b5
Source noteuspto-grants-2014_12