HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → Methanesulfonic acid 6-bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | [6-Bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanol | HCID 90014303 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methanesulfonic acid 6-bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl ester | HCID 90013581 | 85.6% |
Reaction Steps
To a solutuion of 130 mg [6-bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanol in 5 ml of dry DCM at 0° C. 77 μl of TEA were added, after 10 min followed by the addition of 60 mg of methanesulfonyl chloride. After 20 min at 0° C. the reaction was brought to rt and extracted with sat. aqueous ammonium chloride solution. The organic layer was separated, dried over sodium sulphate and freeze-dried to obtain 138 mg (85%) of the title compound as a crude product, which was used without purification in the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133181B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-aa6f2054ff514e718ab255992a41895e |
| Source note | uspto-grants-2015_09 |