HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 90102565, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methoxybenzenesulfonyl chloride | HCID 7401 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 73774944 | HCID 73774944 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90102565 | HCID 90102565 | 42% |
Reaction Steps
((S)-2-(1-((6-Amino-5-(1H-indol-6-yl)pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (126 mg, 0.26 mmol) was added to a suspension of sodium hydride (14 mg, 0.37 mmol, 60% dispersion in mineral oil) at 0° C. After 30 min., 4-methoxybenzene-1-sulfonyl chloride was added dropwise. After 10 min. the reaction was let to warm to room temperature. After 1 h the crude was poured over a mixture of ice and water. Ethyl acetate was added and the organic phase was washed with water and brine. After evaporation of the solvent, the residue was purified by flash chromatography using SP1® Purification System (50-100% hexane/Ethyl acetate) to give 75 mg (42% yield). Purity 97%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-2b7c68ceac784d0d87fcd8dcb15c6e62 |
| Source note | uspto-grants-2016_07 |