HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 68078594, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one | HCID 7063844 | — |
| Reactant | 1-(1-Methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid | HCID 20114625 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68078594 | HCID 68078594 | — |
Reaction Steps
The title compound was prepared in the same manner as described in example 109 using 1-(1-methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (60 mg, 0.213 mmol), DMSO (2 mL), 3-(aminomethyl)-4,6-dimethyl-2(1H)-pyridinone (60.1 mg, 0.319 mmol) HCl salt, N-methylmorpholine (0.093 mL, 0.850 mmol), 1-hydroxy-7-azabenzotriazole (57.9 mg, 0.425 mmol), and EDC (81 mg, 0.425 mmol). The final product was collected as 66 mg (74%). LCMS E-S (M+H)=446.5. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.56 (d, J=6.0 Hz, 6H), 2.13 (br. s., 3H), 2.23 (br. s., 3H), 4.43 (m, 2H), 5.37 (m, 1H), 5.91 (br. s., 1H), 8.15-8.34 (m, 3H), 8.44 (s, 1H), 8.78 (br. s., 2H), 9.00 (br. s., 1H), 11.58 (br. s., 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637509B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-54a4a70f7ac9437db1fc68668eac0cc3 |
| Source note | uspto-grants-2014_01 |