HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl N-[6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-3,5-dicyano-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridin-2-yl]-N-methylglycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine, N-methyl-, methyl ester, hydrochloride (1:1) | HCID 83544 | — |
| Reactant | 2-Amino-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}sulfanyl)-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridine-3,5-dicarbonitrile | HCID 66671801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl N-[6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-3,5-dicyano-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridin-2-yl]-N-methylglycinate | HCID 66671934 | — |
Reaction Steps
451 mg (0.51 mmol) of the compound from Example 40A were dissolved in 7.8 ml of dry THF, and 141 mg (1.01 mmol) of methyl sarcosinate hydrochloride and 211 μl (1.52 mmol) of triethylamine were then added in succession. The reaction mixture was stirred at RT for 8 h. After removal of the solvent, the mixture was purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609686B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-a6e78e57f5c94eb5b59726c36c92a6d7 |
| Source note | uspto-grants-2013_12 |