HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 4-cyclopropyl-2,4-dioxobutanoate → Ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 4-cyclopropyl-2,4-dioxobutanoate | HCID 16779961 | — |
| Reactant | 1-Cyclobutyl-3-methyl-1H-pyrazol-5-amine | HCID 56604371 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 68079207 | — |
Reaction Steps
The title compound was prepared in the same manner as described for intermediate 33 using 1-cyclobutyl-3-methyl-1H-pyrazol-5-amine (400 mg, 2.65 mmol), ethyl 4-cyclopropyl-2,4-dioxobutanoate (487 mg, 2.65 mmol) and benzene (50 mL), wherein the reaction time was 4 h. The final product was collected as 0.556 g (70%). LCMS E-S (M+H)=300.6 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.02-1.22 (m, 4H) 1.47 (t, J=7.07 Hz, 3H) 1.80-2.01 (m, 2H) 2.15-2.28 (m, 1H) 2.38-2.51 (m, 2H) 2.70 (s, 3H) 2.82 (td, J=9.85, 2.53 Hz, 2H) 4.49 (q, J=7.07 Hz, 2H) 5.32-5.57 (m, 1H) 7.41 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637509B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-84046a138be04c7b80c977f2e9783761 |
| Source note | uspto-grants-2014_01 |