Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Reactant | (1-chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine | HCID 57799674 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57799652 | HCID 57799652 | 828% |
Reaction Steps
An oven-dried flask was charged with 8.64 g (1-Chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine, 0.54 g Pd(OAc)2, 1.2 g dppp, 0.3 g Pd(PPh3)4, 24 g Cs2CO3 in the solution of 200 mL i-PrOH and 200 mL DMF, then evacuated and filled with CO (4 bar) three cycles. The mixture was shaken at r.t 2 h, at 50° C. 2 h, then 90° C. overnight. After reaction completed, the solvent was removed, and the residue was dissolved in ethyl acetate, washed with water, dried with Na2SO4. After removal of solvent, the residue was purified by the column chromatography on solica gel to give 8.2 g of 6-Methoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinoline-1-carboxylic acid isopropyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07572809B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-2931e6dc042e4dbd9105db3b54c07152 |
|---|
| Source note | uspto-grants-2009_08 |
|---|