HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → trans-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylic acid trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | methyl cis-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylate | HCID 66660365 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | trans-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylic acid trifluoroacetate | HCID 87094126 | — |
Reaction Steps
To the solution of the crude carbamate in the mixed solvent of THF (1 ml) and MeOH (6 ml) was added 1 M aqueous solution of NaOH (1 ml). And the mixture was stirred at room temperature for 4 hours. After the addition of excess amount of NH4Cl, the mixture was concentrated. The residue was purified with preparative RP-HPLC to give trans-1-[4-methyl-6-(1H-pyrazol-5-ylamino)pyrimidin-2-yl]-5-[({[(2S)-1,1,1-trifluoropropan-2-yl]oxy}carbonyl)amino]piperidine-3-carboxylic acid trifluoroacetate (48.0 mg) as pale orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367690B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-538d15150c67441b847bf2f892f2850a |
| Source note | uspto-grants-2013_02 |