HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (6-{4-[({5-[(2-Fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]-piperidin-1-yl}pyridin-3-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl (6-{4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidin-1-yl}pyridin-3-yl)acetate | HCID 59464268 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (6-{4-[({5-[(2-Fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]-piperidin-1-yl}pyridin-3-yl)acetic acid | HCID 59464036 | 2.5% |
Reaction Steps
A mixture of 2M NaOH (0.09 mL, 0.18 mmol) and methyl (6-{4-[({5-[(2-fluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]piperidin-1-yl}pyridin-3-yl)acetate (Intermediate 102) (41 mg, 0.09 mmol) in MeOH (1 mL) was stirred for 16 h then acidified with 2M HCl and concentrated by evaporation. The residue purified by preparative HPLC to give the title compound (1 mg) as a gum; 1H NMR (CD3OD) δ 1.78-1.63 (m, 3H), 2.11-2.00 (m, 2H), 3.35-3.25 (m, 2H), 3.55 (s, 2H), 4.23-4.07 (m, 3H), 7.07-6.99 (m, 1H), 7.15-7.07 (m, 2H), 7.30-7.23 (m, 1H), 7.79 (s, 1H), 7.89-7.83 (m, 1H), 7.99-7.91 (m, 1H); MS m/e MH+ 441.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795283B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-5be833176beb409f8888d309527986a2 |
| Source note | uspto-grants-2010_09 |