Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Isobutanol | HCID 6560 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | (R)-N-(2-amino-6-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)pyridin-3-yl)-6-methyl-2-oxopyridine-1(2H)-carboxamide | HCID 117966360 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178425783 | HCID 178425783 | — |
Reaction Steps
Into a vial were added (R)—N-(2-amino-6-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)pyridin-3-yl)-6-methyl-2-oxopyridine-1(2H)-carboxamide (1 equiv) and a solution of methanol and isobutanol (1:1, 1.5 mL). Sodium methoxide (2.0 equiv) was added and the reaction mixture was shaken at 110° C. for 2 h. Water was added and the mixture was extracted with a mixture of methanol/dichloromethane (1:1). The organics were concentrated by Speedvac and the crude material was purified via preparative HPLC to afford the title compound. MS (ES+) (M+H) 421.4; UPLC 1.09 min (Method T).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09296745B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-3b209e8334184882b3fa136a3d3cf5f9 |
|---|
| Source note | uspto-grants-2016_03 |
|---|