HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 44409596, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-methyl-1H-indol-5-ol | HCID 83336 | — |
| Reactant | Methyl 4-chloro-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylate | HCID 21945969 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 44409596 | HCID 44409596 | 85% |
Reaction Steps
To a stirred solution of 4-chloro-5-methyl-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester (0.5 g, 2.22 mmol) and 2-methyl-5-hydroxyindole (424 mg, 2.9 mmol) under argon in acetonitrile (10.0 mL) was added triethylamine (6.65 mmol, 0.93 mL). After stirring the mixture at room temperature for 17 h. solvent was removed under vacuum and the residue was chromatographed on silica gel eluting with 20-30% ethyl acetate (gradient) in hexanes. The solvent was removed in vacuo to obtain 5-methyl-4-(2-methyl-1H-indol-5-yloxy)-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester as a white solid (0.58 g, 85%). LC/MS; (M+H)+=337.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820814B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-4cc158851cee4019b5a6ce0ddac08df8 |
| Source note | uspto-grants-2010_10 |