HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivaloyl chloride → HCID 178482411, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178482410 | HCID 178482410 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178482411 | HCID 178482411 | 45.7% |
Reaction Steps
A mixture of trans-(R)-1-((4-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)cyclohexyl)methylsulfonyl)piperidin-3-ol (0.400 g, 0.98 mmol), DMF (10 mL), and DIEA (0.25 mL, 1.4 mmol) was treated with pivaloyl chloride (0.10 mL, 0.81 mmol) and the mixture stirred at ambient temperature overnight. The mixture was concentrated and the resulting residue chromatographed over SiO2 using 0→5% MeOH in CH2Cl2. The desired product fractions were pooled and concentrated to afford the title compound (0.182 g, 38%). MS for C24H37N5O4S (ESI) (MH)+ m/z=492.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633206B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-ab53547d02be44afa6ac91a2ca123716 |
| Source note | uspto-grants-2014_01 |