HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910149Generated: October 29, 2026
4-Methylmorpholine → 6-Fluoro-7-(2-fluoro-4-iodo-phenylamino)-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid (2-tert-butoxy-ethoxy)-amide
https://huagongshe.com/reaction/910149
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 6-Fluoro-7-(2-fluoro-4-iodophenylamino)-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylic acid | HCID 25265769 | — |
| Reactant | O-(2-tert-butoxyethyl)hydroxylamine | HCID 46856370 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Fluoro-7-(2-fluoro-4-iodo-phenylamino)-5-oxo-1,2,3,5-tetrahydro-indolizine-8-carboxylic acid (2-tert-butoxy-ethoxy)-amide | HCID 57689806 | 87.7% |
Reaction Steps
Example 1 (656 mg, 1.52 mmol), HATU (870 mg, 2.28 mmol) and N-Methylmorpholine (835 μL, 7.59 mmol) were stirred in DMF (7.6 mL) at r.t. for 10 min. O-(2-tert-Butoxy-ethyl)-hydroxylamine (303 mg, 2.28 mmol) was added, and the reaction stirred at 70° C. for 16 h. Purification by prep-HPLC gave 730 mg (73%) of compound 4a as a beige solid. MS (ES) [m+H] calc'd for C21H24F2IN3O4, 548. found 548.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022057B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-539bd3a4a2a74f5cab3e87ae710319aa |
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| Source note | uspto-grants-2011_09 |
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