Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(4-aminocyclohexyl)methanesulfonamide | HCID 18348422 | — |
| Reactant | 7-(3-methanesulfonyl-propoxy)-3-(2-methanesulfinyl-pyrimidin-4-yl)-1H-indazole | HCID 69308616 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 59743443 | HCID 59743443 | — |
Reaction Steps
DIEA (0.31 mL) and N-(4-aminocyclohexyl)-methanesulfonamide (348 mg) were stirred in NMP (1 mL) at RT for 1 hour. 3-(2-Methanesulfinyl-pyrimidin-4-yl)-7-(3-methane-sulfonyl-propoxy)-1H-indazole (200 mg, 0.5 mmol) was added to the mixture and stirred at 130° C. for 2.5 h. The reaction mixture was then poured into water and the precipitate purified on a silica column using flash chromatography, eluting with hexane:EtOAc:MeOH 5:4.5:0.5 to yield N-(-4-{4-[7-(3-methanesulfonyl-propoxy)-1H-indazol-3-yl]-pyrimidin-2-ylamino}-cyclo-hexyl)-methanesulfonamide (Compound 315).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399462B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-3e42e54fd6454d0e81a0bc7018393c26 |
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| Source note | uspto-grants-2013_03 |
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