HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58783Generated: October 29, 2026
Diisopropylethylamine → HCID 66831833, compound
https://huagongshe.com/reaction/58783
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | 3-(Piperidin-4-yl)-1H-indole hydrochloride | HCID 22380587 | — |
| Reactant | 5-(2,5-Difluorobenzyl)isoxazole-3-carboxylic acid | HCID 66832039 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66831833 | HCID 66831833 | 65% |
Reaction Steps
The mixture of 3-(piperidin-4-yl)-1H-indole hydrochloride (0.060 g; 0.253 mmol), 5-(2,5-difluorobenzyl)isoxazole-3-carboxylic acid (0.061 g; 0.253 mmol), HATU (N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate) (0.096 g: 0.253 mmol) and N,N-diisopropylethylamine (0.110 mL; 0.634 mmol) in DMF (3 mL) was stirred for 72 hours at room temperature and was concentrated under reduced pressure. The residue was dissolved in dichloromethane and the organic layer was washed with water and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent: 0 to 10% of ethyl acetate in dichloromethane) to give 0.069 g (65%) of (4-(1H-indol-3-yl)piperidin-1-yl)(5-(2,5-difluorobenzyl)isoxazol-3-yl)methanone as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434722B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-b4645bd1f66c4a7c9c4d7985a5377b19 |
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| Source note | uspto-grants-2016_09 |
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