tert-Butyl ((3-aminobenzo[d]isoxazol-6-yl)methyl)carbamate synthesis

7synthesis methods

Product Name:tert-Butyl ((3-aminobenzo[d]isoxazol-6-yl)methyl)carbamate
CAS Number:368426-77-1
Molecular formula:C13H17N3O3
Molecular Weight:263.29

229623-55-6 Synthesis

TERT-BUTYL 4-CYANO-3-FLUOROBENZYLCARBAMATE

229623-55-6
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tert-Butyl ((3-aminobenzo[d]isoxazol-6-yl)methyl)carbamate

368426-77-1
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Yield:368426-77-1 74%

Reaction Conditions:

with acetylhydroxamic acid;potassium tert-butylate in tetrahydrofuran;N,N-dimethyl-formamide at 20; for 19 h;

Steps:

193.2 Example 193.

Step 2
To a solution of acetohydroxamic acid in anhyd DMF was added KO^tBu (1 M in THF, 7.1 mL, 7.1 mmol).
After stirring for 30 min at ambient temperature, tert-butyl (4-cyano-3-fluorobenzyl)carbamate (1.13 g, 4.73 mmol) was added to the above mixture.
After stirring for 19 h at the same temperature, the reaction was quenched by addition of H₂O and extracted with EtOAc.
The organic layer was washed with brine, dried over anhyd Na₂SO₄, and conc under vacuum.
The residue was purified by chromatography (0-100% EtOAc-hexanes) to give tert-butyl ((3-aminobenzo[d]isoxazol-6-yl)methyl)carbamate (925 mg, 74% yield).

References:

US2019/367452,2019,A1 Location in patent:Paragraph 2436-2437

452-74-4 Synthesis