HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1522355Erstellt: 25. Oktober 2026
1,2-Dichloroethane → N-[(4-Cyclohexyl-6-methyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-6-cyclopropyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide
https://huagongshe.com/reaction/1522355
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | HOAt | HCID 181649 | — |
| Edukt | 6-cyclopropyl-1-(propan-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid | HCID 2525992 | — |
| Edukt | HCID 67124435 | HCID 67124435 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-[(4-Cyclohexyl-6-methyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-6-cyclopropyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide | HCID 68078883 | — |
Reaktionsschritte
The title compound was prepared in the same manner as described in example 15 from 6-cyclopropyl-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (147 mg, 0.60 mmol), 3-(aminomethyl)-4-cyclohexyl-6-methyl-2(1H)-pyridinone trifluoroacetate (221 mg, 0.660 mmol), EDC (150 mg, 0.780 mmol), HOAT (106 mg, 0.780 mmol), N-methylmorpholine (0.264 mL, 2.400 mmol) and DMF(3 mL), wherein the stir time was 3 d and the final product was not treated with EtOH. The final product was collected as 193 mg (68%). LCMS E-S (M+H)=448.4. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.01-1.11 (m, 4 H), 1.15-1.43 (m, 5 H), 1.47 (d, J=6.57 Hz, 6 H), 1.55-1.76 (m, 5 H), 2.15 (s, 3 H), 2.19-2.28 (m, 1 H), 2.83 (t, J=11.12 Hz, 1 H), 4.45 (d, J=5.05 Hz, 2 H), 5.12 (spt, J=6.69 Hz, 1 H), 6.02 (s, 1 H), 7.37 (s, 1 H), 8.21 (s, 1 H), 8.74 (t, J=4.80 Hz, 1 H), 11.56 (s, 1 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09073924B2 |
|---|
| Quelldatensatz | uspto-grants-2015_07 |
|---|
| ORD ID | ord-224bb9af686342eeb1f43a89631acb0e |
|---|
| Quellennotiz | uspto-grants-2015_07 |
|---|