HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 178458531, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178501585 | HCID 178501585 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178458531 | HCID 178458531 | 66.7% |
Reaction Steps
A solution of methyl N-({2-[5-(benzyloxy)-2-isopropoxyphenyl]-3H-imidazo[4,5-b]pyridin-6-yl}methyl)glycinate (15 mg) and 1N aqueous sodium hydroxide solution (0.1 ml) in methanol (2 ml) was stirred at room temperature for 18 hr. The reaction mixture was adjusted with 1N aqueous citric acid solution to pH 4. The precipitated crystals were collected by filtration and washed with diethyl ether to give the title compound (9.7 mg, yield 66%) as colorless crystals. melting point 182-184° C. purity 86%. M+H: 447. 1H NMR (DMSO-d6) δ: 1.48 (6H, d, J=6.0 Hz), 3.46 (2H, s), 3.98 (2H, s), 4.72-4.80 (1H, m), 5.17 (2H, s), 6.99-7.12 (2H, m), 7.29-7.51 (5H, m), 8.05 (1H, s), 8.19 (1H, s), 8.34 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124617B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-00b21e84d34846aeb9a08fc37a127684 |
| Source note | uspto-grants-2012_02 |