HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-(tert-Butoxycarbonylamino-methyl)-nicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 21083282 | HCID 21083282 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(tert-Butoxycarbonylamino-methyl)-nicotinic acid | HCID 21835426 | — |
Reaction Steps
To a solution of methyl 6-(tert-butyloxycarbonylaminomethyl)nicotinate from Example G3 (1.56 g, 5.84 mmol) in THF (20 ml) and water (5 ml) was added lithium hydroxide monohydrate (0.37 g, 8.76 mmol). The mixture was stirred at room temperature for 18 h and then concentrated in vacuo. The aqueous residue was acidified by addition of 1M citric acid solution and extracted with chloroform/IPA (3 times). The combined organic extracts were washed with brine, dried over MgSO4, and evaporated in vacuo to give a white solid; yield 1.38 g (94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176195B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-b3abb23d58434fa19710a21f1d4a47fb |
| Source note | uspto-grants-2007_02 |