Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(2-Chloroethyl)morpholine | HCID 76727 | — |
| Reactant | HCID 58381984 | HCID 58381984 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58382296 | HCID 58382296 | 21.6% |
Reaction Steps
A mixture of 1-methyl-3-(1-methyl-6-tosyl-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridin-7-yl)-1H-indol-5-ol (0.21 g, 0.42 mmol), 4-(2-chloroethyl)morpholine (0.12 g, 0.78 mmol, Beta Pharm) and Cs2CO3 (0.42 g, 1.27 mmol) in DMF (4 mL) was heated at about 50° C. for about 20 h. After cooling to rt the mixture was filtered. The filtrate was purified by preparative reverse phase HPLC (Table 2, Method j) to give 4-(2-(1-methyl-3-(1-methyl-6-tosyl-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridin-7-yl)-1H-indol-5-yloxy)ethyl)morpholine (0.053 g, 21%): LC/MS (Table 2, Method a) Rt=2.07 min; MS m/z 585 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785639B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-34facdd4fabb49358bcc799868848e18 |
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| Source note | uspto-grants-2014_07 |
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