HuagongsheHuagongshe Chemistry Print Report · For research reference only
NoName_3327 → 6-[cyclohexyl(cyclopropylmethyl)amino]-N-1H-indazol-4-ylpyrimidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | NoName_3327 | HCID 413085 | — |
| Reactant | 6-[Cyclohexyl(cyclopropylmethyl)amino]pyrimidine-4-carboxylic acid | HCID 59446841 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-[cyclohexyl(cyclopropylmethyl)amino]-N-1H-indazol-4-ylpyrimidine-4-carboxamide | HCID 59447009 | — |
Reaction Steps
A solution of 6-(cyclohexyl(cyclopropylmethyl)amino)pyrimidine-4-carboxylic acid (Intermediate 13, 110 mg; 0.40 mmol) in DCM was treated with polymer-supported Mukaiyama reagent (1.1 g) followed by 1H-indazol-4-amine (Key Organics, 58.6 mg; 0.44 mmol). After stirring at RT for 72 hours the mixture was filtered and washed with saturated sodium bicarbonate solution. The organic phase was passed through a hydrophobic frit and the solvent removed in vacuo. The residue was purified by column chromatography (silica) eluting with petroleum ether containing increasing amounts of EtOAc to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150519B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-61c6b8185f6746a58979763a5178855a |
| Source note | uspto-grants-2015_10 |