Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18361324 | HCID 18361324 | — |
| Reactant | 1,3-Benzenedicarboxylic acid, monomethyl ester, 2,2-dimethylhydrazide | HCID 68960991 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68955586 | HCID 68955586 | 70% |
Reaction Steps
To the sodium hydride (16 mg, 0.68 mmol) in THF (3 ml) at 0° C., methyl 3-(2,2-dimethylhydrazinecarbonyl)benzoate (100 mg, 0.45 nmol) was added. After 10 min, 4-methyl-2-bromo methyl thiazole (103 mg, 0.54 mmol) was added and reaction mixture was stirred at 3-4° C. overnight. Reaction mixture was quenched with MeOH and diluted with ethylacetate. Organic layer was washed with water, brine and dried. Crude residue was purified by column chromatography to yield 70% of methyl 3-(2,2-dimethyl-1-((4-methylthiazol-2-yl)methyl)hydrazinecarbonyl)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504420B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-1828696cbe48471ca423380990a521a1 |
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| Source note | uspto-grants-2009_03 |
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