HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole-5-carboxaldehyde → HCID 86603028, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole-5-carboxaldehyde | HCID 589040 | — |
| Reactant | Sodium Formate | HCID 2723810 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86603024 | HCID 86603024 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86603028 | HCID 86603028 | 24% |
Reaction Steps
A solution of ({3-[2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazol-3-yl]phenyl}amine (0.1 g, 0.24 mmol), indole 5-carboxaldehyde (0.035 g, 0.24 mmol), sodium formate (0.189 g, 3 mmol) and sodium cyanoborohydride (0.188 g, 3 mmol) in methanol (3 mL) was heated at 60° C. overnight. The reaction mixture was cooled, and concentrated in vacuo. The residue was partitioned with ethyl acetate and ammonium hydroxide. The organic phase was concentrated in vacuo to afford crude product, which was purified by flash chromatography (silic gel 60, methylene chloride) to afford the title compound (0.031 g, 24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592363B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-0ab21fd63e5d4b27a1e0baaf46b63e7b |
| Source note | uspto-grants-2009_09 |