HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86632758, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Amino-4-chloropyrimidine | HCID 223332 | — |
| Reactant | N-(4-Hydroxymethylbenzyl)trifluoroacetamide | HCID 15852209 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86632758 | HCID 86632758 | — |
Reaction Steps
252 mg (1.15 mmol) 2,2,2-trifluoro-N-(4-hydroxymethyl-benzyl)-acetamide is dissolved in 2 mL dry dimethylacetamide under argon atmosphere, and 56 mg (2.31 mmol) NaH is added. 100 mg (0.77 mmol) 2-amino-4-chloro-pyrimidine (2) is added and the solution stirred at room temperature over night. 1 mL water is added carefully to quench all excess NaH and the mixture poured into 50 ml of 0.5 N HCl. The crude product is extracted with ethyl acetate, the combined organic phases washed with brine and dried over MgSO4. After evaporation of the solvent, the product is purified by flash column chromatography (ethyl acetate:cyclohexane 1:1). Yield: 160 mg (63%). ESI-MS m/z 327.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178314B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-f4748bf2fd054e70ad14b512882ffd0e |
| Source note | uspto-grants-2012_05 |