HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426910Generated: November 3, 2026
Cesium carbonate → (6R)-9-fluoro-13-oxa-2,11,17,21,22,25-hexazapentacyclo[17.5.2.02,6.07,12.022,26]hexacosa-1(25),7(12),8,10,19(26),20,23-heptaen-18-one
https://huagongshe.com/reaction/1426910
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 178523335 | HCID 178523335 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (6R)-9-fluoro-13-oxa-2,11,17,21,22,25-hexazapentacyclo[17.5.2.02,6.07,12.022,26]hexacosa-1(25),7(12),8,10,19(26),20,23-heptaen-18-one | HCID 86691719 | 44% |
Reaction Steps
A DMF (1 mL) suspension of (R)-N-(3-chloropropyl)-5-(2-(5-fluoro-2-hydroxypyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (5 mg, 0.012 mmol) and Cs2CO3 (4 mg, 0.06 mmol) was heated at 85° C. overnight. The reaction mixture was filtered through a GF/F paper and directly purified on reverse phase column chromatography (Biotage SP4 system C-18 12+M column, 5 to 60% acetonitrile/water), to provide the title product as white solid (2 mg, 44% yield). MS (apci) m/z=383.3 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933084B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-479168c0841b4d1382566433b2eec8ac |
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| Source note | uspto-grants-2015_01 |
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