Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Chloro-N,N-2-trimethylpropenylamine | HCID 640792 | — |
| Reactant | 1,4-dimethyl-1H-pyrazole-5-carboxylic acid | HCID 643150 | — |
| Reactant | 6-(1H-indol-4-yl)-1H-indazol-4-amine | HCID 58268019 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44540982 | HCID 44540982 | 16.1% |
Reaction Steps
A solution of 1,4-dimethyl-1H-pyrazole-5-carboxylic acid (21 mg) in dry DCM (10 ml) was treated with 1-chloro-N,N,2-trimethyl-1-propen-1-amine (0.02 ml) and allowed to stir at 20° C. for 10 min when a solution of 6-(1H-indol-4-yl)-1H-indazol-4-amine (25 mg) and triethylamine (0.028 ml) in DCM (5 ml) was added and the mixture stirred at 20° C. for 18 h. The mixture was poured onto an aminopropyl SPE cartridge (1 g) and allowed to stand for 2 h, then the mixture was eluted with methanol (5 ml) and blown to dryness under a stream of nitrogen and purified by mass directed preparative HPLC (Method A) to give the title compound (6 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08658635B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-8cb4fc357d6946729935ccfa799e5920 |
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| Source note | uspto-grants-2014_02 |
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