HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 136041774, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | N-(4,5-difluoro-2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide | HCID 136355297 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 136041774 | HCID 136041774 | 14.2% |
Reaction Steps
The product can be prepared as described in stage 2 of Example 12, but using 465 mg of N-(4,5-difluoro-2-hydroxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide in 30 ml of xylene and 77 mg of 4-methylbenzenesulphonique acid hydrate. After refluxing for six hours, addition of 100 mg of 4-methylbenzenesulphonic acid hydrate and purification by silica column chromatography, eluent: gradient of pure CH2Cl2 to CH2Cl2/MeOH: 96/04, the product obtained is taken up with 20 ml of diethyl ether and then spin-filter-dried and dried under vacuum. 63 mg of 2-[(5,6-difluoro-1,3-benzoxazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are obtained in the form of a white solid, the characteristics of which are the following:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507483B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-16d701afb5aa496cba2bc09ced99bced |
| Source note | uspto-grants-2013_08 |