HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [4-(6-Chloro-pyrimidin-4-yloxy)-3-methyl-phenyl]-carbamic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Reactant | benzyl N-(4-hydroxy-3-methylphenyl)carbamate | HCID 68538458 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [4-(6-Chloro-pyrimidin-4-yloxy)-3-methyl-phenyl]-carbamic acid benzyl ester | HCID 86605454 | — |
Reaction Steps
(4-Hydroxy-3-methyl-phenyl)-carbamic acid benzyl ester (278 mg, 1.08 mmol) and NaH (29 mg, 1.2 mmol) dissolved in DMF (5 mL) are stirred at rt for 15 min. 4,6-Dichloro-pyrimidine (177 mg, 1.19 mmol) dissolved in DMF (5 mL) is added and the reaction solution is stirred for 1 h, concentrated under reduced pressure and flash chromatographed (silica gel, 2.5×60 cm, AcOEt/hexane=1:6): M+H=370.8; Rf (AcOEt/hexane=1:6): 0.31.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652022B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-c2f09fd509964f8fabbbcd99d56ec7b0 |
| Source note | uspto-grants-2010_01 |