HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium fluoride → (S)-Benzyl 4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one | HCID 90102580 | — |
| Reactant | Benzyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate | HCID 118433776 | — |
| Product | (S)-Benzyl 4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate | HCID 73775928 | 25% |
Reaction Steps
(S)-2-(1-Aminoethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (56 mg, 0.21 mmol) was treated with benzyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate (70 mg, 0.24 mmol), cesium fluoride (14 mg, 0.09 mmol), N,N-diisopropylethylamine (163 μl, 0.94 mol) according to Preparation 13 to give 27 mg (25% yield) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-2ee63541aeaa4a52aa34cb2748b9ce7a |
| Source note | uspto-grants-2016_07 |