Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 76282920 | HCID 76282920 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 90221010 | HCID 90221010 | — |
Reaction Steps
To a solution of 324 (50 mg, 0.118 mmol) in acetone was added potassium carbonate (32 mg, 0.236 mmol) and 2-bromo ethanol (17.7 mg, 0.141 mmol), and stirred for 12 h at 60° C. The reaction was filtered through celite bed and washed with ethyl acetate. The organic layer was concentrated to get the crude, which was purified by neutral alumina and the compound was eluted at 2% methanol in chloroform as half white coloured solid 2-(4-(4-(3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-pyrazol-1-yl)piperidin-1-yl)ethanol 348. 1HNMR (400 MHz, DMSO) δ: 11.93 (s, 1H), 8.54 (d, 1H), 8.38 (m, 2H), 7.99 (s, 1H), 7.88 (d, 1H), 7.78 (d, 1H), 7.58 (m, 1H), 7.43 (d, 1H), 4.39 (m, 1H), 4.11 (m, 1H, 3.50 (m, 2H), 2.97 (d, 2H), 2.43 (m, 2H), 2.14 (m, 2H), 1.96 (m, 4H) and MS ES+468.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260426B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-097d0c3ac0da4d86a986e8d99118fe88 |
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| Source note | uspto-grants-2016_02 |
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