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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069471Generated: November 3, 2026

Sodium Hydroxide → 4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide

https://huagongshe.com/reaction/2069471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-benzyloxy-N-[2,2-diethoxy-2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethyl]-3-ethyl-5-methyl-benzamideHCID 68508472—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
Product4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamideHCID 68510765108.6%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of 4-benzyloxy-N-[2,2-diethoxy-2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethyl]-3-ethyl-5-methyl-benzamide (346 mg, 0.65 mmol) in THF (8 mL), 25% aq. HCl (500 μL) is added and the mixture is stirred at 65° C. for 18 h. The mixture is cooled to 0° C., neutralized by adding 1 N aq. NaOH solution and extracted twice with EtOAc. The combined org. extracts are dried over Na2SO4, filtered and concentrated to give crude 4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide (325 mg) as a yellow oil; LC-MS: tR=0.94 min, [M+H]+=461.13.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299086B2
Source datasetuspto-grants-2012_10
ORD IDord-6b7a53e05a184e0089b41e5aad390bfa
Source noteuspto-grants-2012_10