Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Reactant | 6-iodo-1H-indazole | HCID 12991241 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68181763 | HCID 68181763 | 35.9% |
Reaction Steps
To a solution of 6-iodoindazole (500 mg, 2.05 mmol) in DMF (8 mL) was added NaH (60% oil dispersion, 131.12 mg, 3.28 mmol) at 0° C. The mixture was stirred at 0° C. to RT for 10 minutes before addition of 6-chloropyrimidin-4-amine (477.78 mg, 3.69 mmol) and stirring at 60° C. for 17 hr and then transferred to a pressure tube and heated at 70° C. for a further 6 hr. The reaction mixture was cooled and quenched by the addition of water (10 ml) and EtOAc (a few drops) was added. The resultant precipitate was collected by suction filtration and then thoroughly dried under high vacuum to give the title intermediate (248 mg): LC-MS: m/z=+338.20 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901313B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-8abd5d306d2f495c8d0ad0770f8e0a96 |
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| Source note | uspto-grants-2014_12 |
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