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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 719529Generated: October 31, 2026

Sodium hydride → HCID 53630426, compound

https://huagongshe.com/reaction/719529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant7-Chloro-3-[4-(methanesulfonyl)phenyl][1,2]oxazolo[4,5-d]pyrimidineHCID 21897572—
Reactanttert-Butyl 4-[(ethylamino)methyl]piperidine-1-carboxylateHCID 53249196—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53630426HCID 53630426324.6%

Reaction Steps

4-Ethylaminomethyl-piperidine-1-carboxylic acid tert-butyl ester (0.12 g, 0.49 mmol) was dissolved in anhydrous THF (5 mL) and treated with NaH, 60% oil dispersion (20 mg, 0.49 mmol) at ambient temperature. After stirring for 10 min, 7-chloro-3-(4-methanesulfonyl-phenyl)-isoxazolo[4,5-d]pyrimidine (0.15 g, 0.49 mmol) was added. The reaction was stirred for 3 h and concentrated under vacuum. The residue was subjected to SiO2 with ethyl acetate and hexane (1/1) to afford Compound D2 (0.82 g, 61%). 1H NMR (400 Mz, DMSO-d6) δ 8.49 (s, 1H), 8.41 (d, J=7.1, 2H), 8.34 (d, J=7.1, 2H), 4.10˜3.74 (m, 7H), 3.52 (m, 1H), 3.25 (t, 3H), 1.41˜1.22 (m, 4H). LCMS 516.3[M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07132426B2
Source datasetuspto-grants-2006_11
ORD IDord-bdc537a263824d8ab0deb04d3247e2a1
Source noteuspto-grants-2006_11