HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 59834698, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | HCID 59834672 | HCID 59834672 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 59834698 | HCID 59834698 | 92% |
Reaction Steps
To a solution of 7-(2,2-dimethyl-propyl)-6-hydroxymethyl-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (1.0 mmol) in THF (10 ml) is added NaH (1.2 mmol) at room temperature under nitrogen atmosphere. After 15 min stirring, 4,6-dichloropyrimidine (1.1 mmol) is added and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with H2O and extracted with AcOEt. The organic extracts are dried over Na2SO4 and concentrated. The residue obtained is purified by column chromatography on silica gel to give the product in 92% yield. Rf=0.49 (AcOEt:n-hexane=1:2). 1H NMR(400 MHz, CDCl3) δ 1.05 (s, 9H), 4.26(s, 2H), 5.74(s, 2H), 6.83(s, 1H), 6.86(s, 1H), 8.62(s, 1H), 8.97(s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452886B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-7441487a13f1448497a9db43b5fc4202 |
| Source note | uspto-grants-2008_11 |