HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178429429, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Chloromethyl)quinoline hydrochloride | HCID 3083823 | — |
| Reactant | HCID 178429541 | HCID 178429541 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178429429 | HCID 178429429 | 65.2% |
Reaction Steps
A mixture of 2-(chloromethyl)quinoline hydrochloride (1.0 g, 4.67 mmol) and 6-methyl-2-sulfanylpyrimidin-4-ol (0.46 g, 3.26 mmol) and K2CO3 (1.28 g, 9.34 mmol) in DMF (25 mL) was stirred overnight at room temperature. The solvent was filtered and evaporated to provide the crude product. Water was added to the crude reaction mixture to precipitate the product, which was then filtered and washed with water and ether to provide the titled product as a beige solid (0.68 g, 52% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.09 (s, 3H), 2.31 (s, 3H), 4.95 (s, 2H), 6.04 (bs, 1H), 7.87 (t, J=7.8, 15.0 Hz, 1H), 8.08 (m, 2H), 8.26 (d, J=8.1 Hz, 1H), 8.48 (d, J=8.2 Hz, 1H), 9.00 (d, J=8.2 Hz, 1H); M+283.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-65507b834fd84690b6df46fcd6a203b9 |
| Source note | uspto-grants-2016_04 |