HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(4-Hydroxymethyl-3-methyl-pyridin-2-ylamino)-thiazole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | 2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-pyridin-2-ylamino]-thiazole-5-carbonitrile | HCID 131724817 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-Hydroxymethyl-3-methyl-pyridin-2-ylamino)-thiazole-5-carbonitrile | HCID 11345593 | — |
Reaction Steps
2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-pyridin-2-ylamino]-thiazole-5-carbonitrile (10-3, 0.920 g, 2.55 mmol) was dissolved in 5 mL THF. HF-pyridine (Aldrich), 0.5 mL, was added and the reaction was stirred at room temperature. After 4 hours an additional 0.5 mL of HF-pyridine was added and the reaction was allowed to stir overnight. After a total of 18 hours the reaction was diluted with water and the pH was adjusted to 7 with K2CO3 (s). The resulting precipitate was filtered and washed with water. Air drying afforded the crude product as an orange solid, which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06875767B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-4303301a1b054d5591b54667655d3aa6 |
| Source note | uspto-grants-2005_04 |