Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 67988165 | HCID 67988165 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57382932 | HCID 57382932 | — |
Reaction Steps
To a mixture of N-{1-[5-bromo-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-4-piperidinyl}benzamide (100 mg), D6, in methanol (1 mL) and tetrahydrofuran (2 mL) was added cesium carbonate (181 mg, 0.555 mmol) and the mixture stirred at room temperature for 3 h. The reaction mixture was partitioned between water (10 mL) and ethyl acetate (15 mL) and the organic phase dried (phase separator) and the solvent removed in vacuo. The crude material was purified by MDAP to give the title compound E29 (32 mg) as a white solid. 1H NMR (d6-DMSO) δ 12.24 (1H, s), 8.38 (1H, d), 8.29 (1H, s), 7.87 (2H, d), 7.55 (1H, s), 7.53 (1H, t), 7.46 (2H, t), 4.18 (2H, d), 4.08 (1H, m), 3.09 (2H, t), 1.94 (2H, d), 1.81 (2H, ddd), MS(ES+) 400 [M(C18H1879BrN5O)+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045485B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-7bb609098ad04965834d0c4db2f9c8e3 |
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| Source note | uspto-grants-2015_06 |
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