HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 70872341, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | tert-butyl N-(4-oxocyclohexyl)carbamate | HCID 1512535 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Methyl 3-Amino-5-bromo-2-methylbenzoate | HCID 24729181 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70872341 | HCID 70872341 | 33% |
Reaction Steps
To a stirred solution of methyl 3-amino-5-bromo-2-methylbenzoate (5 g, 20.57 mmol) and tert-butyl (4-oxocyclohexyl)carbamate (5.67 g, 26.74 mmol) in methanol (50 mL), acetic acid (1.2 g, 20.57 mmol) was added and reaction stirred at room temperature for 4 h. Then sodium cyanoborohydride (1.68 g, 26.74 mmol) was added and reaction stirred 18 h. On completion, solvent was removed under reduced pressure; water was added and extracted with DCM. Combined organic were dried, concentrated and purified by column chromatography using silica (100-200 mesh size) to afford the desired compound (3 g, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376422B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-65b313cdcf074303846a5ed57e79ad31 |
| Source note | uspto-grants-2016_06 |