HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → (5-Sulfamoylpyridin-3-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Lithium 5-(6-methyl-[1,3,6,2]dioxazaborocan-2-yl)-pyridine-3-sulfinate | HCID 68697968 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (5-Sulfamoylpyridin-3-yl)boronic acid | HCID 57415702 | 90.4% |
Reaction Steps
Step 3) N-Chlorosuccinimide (0.937 g, 7.01 mmol) was added to a suspension of the above prepared lithium 5-(6-methyl-[1,3,6,2]dioxazaborocan-2-yl)-pyridine-3-sulfinate (2 g, 7.24 mmol) in CH2Cl2 (14 mL) and the mixture was stirred for 2 h at rt.A solution of 25% ammonium hydroxide (1.00 mL, 13.4 mmol) was added and the mixture was stirred again for 2 h at rt, then completely evaporated to give the title compound as an off-white solid (1.28 g, 88%) (according to Bioorg. Med. Chem. 2005, 13, 2305-2312). MS (ISP) 201.4 [(M−H)−].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183262B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-2fc3926302b043389864c5ee28e5d62e |
| Source note | uspto-grants-2012_05 |