HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [4-(4-{5-[6-(2-Methoxy-ethoxy)-naphthalen-2-yl]-pyrazolo[1,5-c]pyrimidin-7-ylamino}-phenylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | HCID 136388310 | HCID 136388310 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [4-(4-{5-[6-(2-Methoxy-ethoxy)-naphthalen-2-yl]-pyrazolo[1,5-c]pyrimidin-7-ylamino}-phenylcarbamoyl)-benzyl]-carbamic acid tert-butyl ester | HCID 67318656 | 52% |
Reaction Steps
To a solution of (4-{4-[5-(6-hydroxy-naphthalen-2-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tert-butyl ester (compound A3)(120 mg) in DMF (3 ml) are added NaH (8 mg) and 2-bromoethylmethylether (0.019 ml). The mixture is stirred overnight and after extraction the crude product is purified by silica gel flash chromatography. A nearly colorless solid (68 mg) in 52% yield is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745446B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-9ce29407f44e4ea489fb6248848e3344 |
| Source note | uspto-grants-2010_06 |