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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43912Generated: October 29, 2026

Sodium Hydroxide → Ethyl 2-[3-(aminomethyl)-1-azetidinyl]-4-methyl-5-thiazolecarboxylate

https://huagongshe.com/reaction/43912

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAcetic Acid Mixture with Hydrobromic AcidHCID 21893785—
ReactantHCID 67549285HCID 67549285—
SolventAcetic AcidHCID 176—
ProductEthyl 2-[3-(aminomethyl)-1-azetidinyl]-4-methyl-5-thiazolecarboxylateHCID 6754920260.5%

Reaction Steps

A 30% hydrogen bromide/acetic acid solution (0.64 mL, 3.29 mmol) was added to a solution of ethyl 2-[3-({[(benzyloxy)carbonyl]amino}methyl)azetidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate obtained in Example (233b) (128 mg, 0.33 mmol) in acetic acid (1 mL), and the mixture was stirred at room temperature for 100 minutes. A 1 N aqueous sodium hydroxide solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate and filtered. Thereafter, the filtrate was concentrated under reduced pressure to obtain 51 mg of the title compound as a colorless oily substance (61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-1cdfad84d9434ffdb649ae79574d1476
Source noteuspto-grants-2013_09