Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | HCID 68428542 | HCID 68428542 | — |
| Solvent | Sodium methanolate methanol | HCID 23694274 | — |
| Product | HCID 24757072 | HCID 24757072 | 76% |
Reaction Steps
A mixture of 2-(4-fluoro-phenyl)-7-hydroxy-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (81 mg, 0.25 mmol) and glycine (190 mg, 5.07 mmol) in 0.5 M sodium methoxide/methanol (4.0 mL) was heated at 120° C. using a CEM microwave reactor for 1H before it was cooled to room temperature and concentrated in vacuo. It was dissolved in water (50 mL) and extracted twice with dichloromethane. The remaining aqueous layer was acidified to pH=3 with 1N HCl (3 mL). The solid precipitate was filtered, washed with water and dried in vacuo to give the title compound as a brown solid (66 mg): 1H NMR (DMSO-d6, 200 MHz): δ=13.28 (br s, 1H), 9.44 (br s, 1H), 8.91 (s, 1H), 8.21 (m, 2H), 7.45 (m, 2H), 4.03 (d, J=6.2 Hz, 2H); MS: (+) m/z 348.00 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696223B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-42e1385471904285a0fea0cbae4ef571 |
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| Source note | uspto-grants-2010_04 |
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