HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564508Generated: October 30, 2026
Di-tert-butyl dicarbonate → 1,6-Diethyl-5-[(methylamino)methyl]-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine
https://huagongshe.com/reaction/564508
Participants
| Role | Name | HCID | Charge |
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| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 5-(Aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine | HCID 59683214 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,6-Diethyl-5-[(methylamino)methyl]-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine | HCID 57813327 | 79.4% |
Reaction Steps
To the solution of 5-(aminomethyl)-1,6-diethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridine-4-amine (0.303 g, 1.0 mmol) in THF (1 mL) was added Boc2O (0.229 g, 1.05 mmol) with stirring at room temperature for 30 min whereupon LAH (5.0 mL, 1.0 M in THF) was added and the mixture heated with a microwave at 100° C. for 30 min. The reaction was then quenched with Na2SO4 (sat. aq.), filtered, dried over Na2SO4, filtered, concentrated to afford the title compound 0.252 g (79%). LC-MS m/z 318 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067408B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-8aae5223613d47bf9a29f492c93161ed |
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| Source note | uspto-grants-2011_11 |
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