HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → HCID 178429482, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-[(2-chloro-5-methoxyphenyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one | HCID 178490734 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178429482 | HCID 178429482 | 65.3% |
Reaction Steps
To a solution of the 2-{[(2-chloro-5-methoxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (1.0 g, 3.36 mmol) compound in anhydrous dichloromethane at 0° C., 1 M solution of boron tribromide (0.844 g, 3.36 mmol) was added. The reaction mixture was stirred at room temperature overnight. Then, the reaction mixture was quenched with sodium bicarbonate solution and the solid was filtered. The crude solid was purified by using dichloromethane and methanol (1:10) to provide the product 2-{[(2-chloro-5-hydroxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol as a white solid (0.62 g, 65% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.20 (s, 3H), 4.34 (s, 2H), 5.98 (bs, 1H), 6.66 (d, J=8.8 Hz, 1H), 6.97 (s, 1H), 7.20 (d, J=8.8 Hz, 1H); M+283.06.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315521B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-9041fff1ca6e45239b19dd94fb530c18 |
| Source note | uspto-grants-2016_04 |