HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490908Generated: October 29, 2026
Dimethylformamide → N'-(Cyclobutylcarbonyl)-1-ethyl(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide
https://huagongshe.com/reaction/490908
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cyclobutanecarboxylic acid | HCID 19494 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide dihydrochloride | HCID 53487828 | — |
| Product | N'-(Cyclobutylcarbonyl)-1-ethyl(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide | HCID 69067427 | — |
Reaction Steps
TBTU (0.050 g, 0.15 mmol) and diisopropylethylamine (0.04 ml, 0.26 mmol) in DMF (0.5 ml) was added to cyclobutylcarboxylic acid (RYCOOH, 0.015 g, 0.15 mmol). The reaction mixture was stirred for 40 minutes at 20° C. A mixture of Intermediate 19 (0.045 g, 0.13 mmol) and diisopropylethylamine (0.04 ml, 0.26 mmol) in DMF (0.5 ml) was added and the reaction mixture stirred for 18 h. The solvent was removed in vacuo and the residue applied to a SPE cartridge (aminopropyl, 2 g). The cartridge was eluted with methanol to afford Intermediate 65 (0.052 g). LCMS showed MH+=387; TRET=2.28 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07528148B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-fd88d79a964d457d9816ed394ea7e3fa |
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| Source note | uspto-grants-2009_05 |
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