Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68303804 | HCID 68303804 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68304432 | HCID 68304432 | 82.9% |
Reaction Steps
To a suspension of 1.41 g (2.94 mmol) of [3′-(3-Chloro-benzoylamino)-5′-methanesulfonyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-acetic acid ethyl ester in a 1:1 mixture of water:methanol (30 mL) is added 4.0 mL (10 mmol) of sodium hydroxide as a 10% aqueous solution. After stirring at room temperature overnight the methanol is removed under reduced pressure and the pH of the resulting solution is adjusted to approximately pH 5 by the addition of a 2 N solution of hydrochloric acid. The mixture is extracted with ethyl acetate and the combined organic phase is dried over anhydrous sodium sulfate and concentrated under reduced pressure to provide 1.10 g (82.9%) of [3′-(3-chloro-benzoylamino)-5′-methanesulfonyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-acetic acid as an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08952004B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-f382056666454a0a99a07bbe34dd4f15 |
|---|
| Source note | uspto-grants-2015_02 |
|---|