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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279598Generated: October 30, 2026

Hydrochloric Acid → (R)-2-(tetrahydro-2H-pyran-4-ylamino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine-7-carboxylic acid

https://huagongshe.com/reaction/2279598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant(R)-ethyl 2-(tetrahydro-2H-pyran-4-ylamino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine-7-carboxylateHCID 86705579—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(R)-2-(tetrahydro-2H-pyran-4-ylamino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine-7-carboxylic acidHCID 86705581109.9%

Reaction Steps

A solution of 406 (0.310 g, 1.01 mmol), THF (5 mL), LiOH.H2O (0.0508 g, 1.21 mmol) and water (1 mL) was stirred for 3 h. To the solution was added 4N HCl in dioxane (0.303 mL, 1.21 mmol) and concentrated to afford 0.31 g (95%) of (R)-2-(tetrahydro-2H-pyran-4-ylamino)-6,7-dihydro-5H-pyrano[2,3-d]pyrimidine-7-carboxylic acid (408) which was used without further purification: MS m/z (APCI-pos) M+1=280.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-ea01e1627dc14b68a808da462c7eafe3
Source noteuspto-grants-2015_09