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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376112Generated: October 31, 2026

Water → HCID 68966904, compound

https://huagongshe.com/reaction/2376112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 68964849HCID 68964849—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68966904HCID 6896690432.5%

Reaction Conditions

Temperature10 °C

Reaction Steps

Lithium aluminium hydride (646 mg) was portionwise added to a solution of benzyl 2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinecarboxylate (4.56 g) in THF (60 ml) with stirring at 5-15° C. under atmospheric pressure of nitrogen, and the reaction mixture was stirred at 5-20° C. for 2 hours. The reaction mixture was cooled at 5° C. and H2O (0.7 ml), 15% NaOH solution (0.7 ml) and H2O (2.1 ml) was added and the resultant mixture was stirred at ambient temperature for 30 minutes. The reaction mixture was filtrated and the filtrate was dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on silicagel eluting with AcOEt-MeOH (9:1). The eluted fractions containing the desired product were collected and evaporated in vacuo to give (2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinyl)methanol (1.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465731B2
Source datasetuspto-grants-2008_12
ORD IDord-2cdd503fd69f4710bf4356ab3bf9c5e5
Source noteuspto-grants-2008_12