HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 10331818, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-(4-Pyridinylamino)-1H-indole-2-carboxylic acid ethyl ester | HCID 10468920 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 10331818 | HCID 10331818 | 47% |
Reaction Steps
At 0° C. stir a solution of 3-(pyridin-4-ylamino)-1H-indole-2-carboxylic acid ethyl ester (1.4 g, 5 mmol) in THF (15 mL) and add a 1M solution of LAH in THF (8 mL, 8 mmol). Allow the reaction to warm to room temperature and stir for an additional 0.5 h. Add aqueous NH4Cl solution, ethyl acetate and brine. Filter the solid that forms in the biphasic mixture to obtain 0.56 g (47%) of the title compound as a beige solid: MS 240(M+H); HPLC: Rt=1.04 min; TLC (silica gel, dichloromethane/MeOH, 4:1), Rf=0.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169925B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-70ae0cd02ab84d4382b57eb620ba838f |
| Source note | uspto-grants-2007_01 |