HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58315460, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N,N-Dimethyl-7-(4-oxocyclohexyl)-2-(2-pyridinylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide | HCID 67239800 | — |
| Catalyst | HCID 178418373 | HCID 178418373 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58315460 | HCID 58315460 | 4% |
Reaction Steps
To a solution of 7-(4-oxo-cyclohexyl)-2-(pyridin-2-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (25 mg, 0.066 mmol) in THF is added 20 drops of MeMgI. After reaction is completed, added 25 mL of water then 30 mL of aqueous sodium bicarbonate. Extraction with dichloromethane (3×50 mL) and concentrated to give a mixture of diastereomers. Preparative HPLC to give 7-(4-hydroxy-4-methyl-cyclohexyl)-2-(pyridin-2-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (2 mg, 4%). MS (ESI) m/z 395.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09416136B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-93f4638a9e0d41eb803d9a70b333cb2e |
| Source note | uspto-grants-2016_08 |