HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → ((3S)-1-((3-methyl-4-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclohexyl)methylsulfonyl)pyrrolidin-3-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | ((3S)-1-((3-methyl-4-(methyl(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclohexyl)methylsulfonyl)pyrrolidin-3-yl)methanol | HCID 67074420 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | ((3S)-1-((3-methyl-4-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclohexyl)methylsulfonyl)pyrrolidin-3-yl)methanol | HCID 67073959 | — |
Reaction Steps
A mixture of ((3S)-1-((3-methyl-4-(methyl(7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclohexyl)methylsulfonyl)pyrrolidin-3-yl)methanol (0.050 g, 0.09 mmol), LiOH (0.009 g, 0.4 mmol), MeOH (1.5 mL), THF (1.5 mL), and H2O (1.0 mL) was stirred overnight. The mixture was then treated with 1 drop AcOH and the mixture concentrated. The resulting mixture was purified using reverse phase chromatography to afford the title compound. MS for C20H31N5O3S (ESI) (MH)+ m/z=422.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633206B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-a37e4db753814ed0982dd8aabf2a41da |
| Source note | uspto-grants-2014_01 |