HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545581Generated: October 28, 2026
Propyne → (r)-Cyclopropanecarboxylic acid[9-(3-fluoro-benzyl)-6-(5-methyl-isoxazol-3-yl)-2,3,4,9-tetrahydro-1h-carbazol-3-yl]-amide
https://huagongshe.com/reaction/545581
Participants
| Role | Name | HCID | Charge |
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| Reactant | Propyne | HCID 6335 | — |
| Reactant | (r)-Cyclopropanecarboxylic acid[9-(3-fluoro-benzyl)-6-(hydroxyimino-methyl)-2,3,4,9-tetrahydro-1h-carbazol-3-yl]-amide | HCID 87305657 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Hypochlorite | HCID 23665760 | — |
| Product | (r)-Cyclopropanecarboxylic acid[9-(3-fluoro-benzyl)-6-(5-methyl-isoxazol-3-yl)-2,3,4,9-tetrahydro-1h-carbazol-3-yl]-amide | HCID 59161297 | — |
Reaction Steps
Bubble propyne gas through a solution of (R)-cyclopropanecarboxylic acid[9-(3-fluoro-benzyl)-6-(hydroxyimino-methyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-amide (Example 203) (0.065 g, 0.16 mmol) in methylene chloride and NaOCl solution maintained in a sealed tube. Cap the tube and stir at 23° C. for 16 h. Partition the reaction between methylene chloride and water. Separate and dry the organic portion over Na2SO4 to give 0.045 g of a tan solid. Purify by silca gel chromatography, eluting with 20-80% EtOAc/gradient to give an 0.030g (42%) of an off-white solid. mp: 190-192° C.; MS (ES): m/z 444 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07935722B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-e242ecea617240a88b1166e9f019eb15 |
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| Source note | uspto-grants-2011_05 |
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