HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-Amino-6-methoxymethylnicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 2-Amino-6-methoxymethyl-nicotinic acid methyl ester | HCID 59255399 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Amino-6-methoxymethylnicotinic acid | HCID 23130437 | 78% |
Reaction Steps
To a mixture of 2-amino-6-methoxymethyl-nicotinic acid methyl ester (2.9 g) described in Manufacturing Example 11-3, THF (30 mL), methanol (7.5 mL), and water (7.5 mL) was added lithium hydroxide monohydrate (1.2 g), which was stirred overnight at room temperature. Acetic acid (1.7 mL of) was added to the reaction mixture at the same temperature, and the solvent was evaporated under a reduced pressure. The residue was filtered through silica gel (methanol:ethyl acetate=1:3) and the solvent was evaporated under a reduced pressure, after which the residue was washed with water to obtain the titled compound (2.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183264B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-840af2f3ead24fce817e55416fbd8538 |
| Source note | uspto-grants-2012_05 |