HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine → HCID 24757162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | HCID 68427372 | HCID 68427372 | — |
| Solvent | Sodium methanolate methanol | HCID 23694274 | — |
| Product | HCID 24757162 | HCID 24757162 | 24.4% |
Reaction Steps
A mixture of 2-(5-bromo-pyridin-3-yl)-7-hydroxy-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (49 mg, 0.13 mmol) and glycine (193 mg, 2.57 mmol) in 0.5 M sodium methoxide/methanol (4.9 mL) was refluxed for 36 h before it was cooled to room temperature and concentrated in vacuo. It was dissolved in water (15 mL) and extracted twice with dichloromethane. The remaining aqueous layer was acidified to pH=3 with 1N HCl (2 mL). The solid precipitate was filtered, washed with water and dried in vacuo to give the title compound as a yellow solid (13 mg): 1H NMR (DMSO-d6, 200 MHz): δ=13.34 (br s, 1H), 12.83 (br s, 1H), 9.46 (t, 1H), 9.30 (d, 1H), 8.91 (m, 2H), 8.73 (m, 1H), 4.02 (d, J=5.8 Hz, 2H); MS: (+) m/z 408.93, 410.87 (M+1, 79Br/81Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696223B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-f07f1517de034e92b67bf0161fc51c5d |
| Source note | uspto-grants-2010_04 |