HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine → HCID 24757159, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | HCID 68427186 | HCID 68427186 | — |
| Solvent | Sodium methanolate methanol | HCID 23694274 | — |
| Product | HCID 24757159 | HCID 24757159 | 82.6% |
Reaction Steps
A mixture of 7-hydroxy-2-(methyl-phenyl-amino)-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (87 mg, 0.26 mmol) and glycine (399 mg, 5.31 mmol) in 0.5 M sodium methoxide/methanol (10.1 mL) was refluxed for three days before it was cooled to room temperature and concentrated in vacuo. It was dissolved in water (20 mL) and extracted twice with dichloromethane. The remaining aqueous layer was acidified to pH=3 with 1N HCl (6.5 mL). The precipitate was filtered, washed with water and dried under vacuo to give the title compound as a white solid (77 mg): 1H NMR (DMSO-d6, 200 MHz): δ=9.18 (br s, 1H), 8.37 (s, 1H), 7.57 (m, 5H), 3.95 (d, J=6.2 Hz, 2H), 3.61 (s, 3H); MS: (+) m/z 359.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696223B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-6779fb88a34c411d8dd0368702fc42ae |
| Source note | uspto-grants-2010_04 |