HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 59702374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | HCID 59702371 | HCID 59702371 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59702374 | HCID 59702374 | 39% |
Reaction Steps
To a solution of [7-(2,4-dichloro-phenyl)-2-methyl-2H-indazol-3-yl]-methanol from step 2 (0.153 g) in 2 mL of THF was added a 2 M ammonia in IPA solution (1.0 mL, 2.0 mmol), MgSO4 (0.910 g, 7.56 mmol), and 85% activated MnO2 (0.771 g, 7.54 mmol). The dark mixture was stirred for 2 d, then filtered thru CELITE® 521 (rinsing with dichloromethane) and concentrated to a yellow solid. Column chromatography (0→10% EtOAc/hexanes) afforded 7-(2,4-dichloro-phenyl)-2-methyl-2H-indazole-3-carbonitrile (20: R3=2,4-dichlorophenyl; 0.058 g; 39%; m.p. 137-139) as a white solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365211B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-8bab27a767874f968f7c6b7c1ec27821 |
| Source note | uspto-grants-2008_04 |