Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 5-chloro-1H-indole-3-carbaldehyde | HCID 2795374 | — |
| Reactant | 4-Acetyl-1-methyl-1H-pyrrole-2-carbaldehyde | HCID 12676268 | — |
| Reactant | 6-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedione | HCID 19356084 | — |
| Reactant | Trimethylbenzylammonium Dichloroiodate | HCID 56924451 | — |
| Reactant | 3-(4-acetyl-1-methyl-1H-pyrrol-2-yl)-2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione | HCID 58981140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58980920 | HCID 58980920 | — |
Reaction Steps
This compound was made in three steps following the procedure described above, starting with 6-hydrazino-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione, and condensing first 5-chloro-1H-indole-3-carbaldehyde, followed by 4-acetyl-1-methyl-1H-pyrrole-2-carbaldehyde. To the isolated 3-(4-acetyl-1-methyl-1H-pyrrol-2-yl)-2-[(5-chloro-1H-indol-3-yl)methyl]-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione in anhydrous THF was added benzyltrimethylammonium dichloroiodate and heated at 65° C. for 1 h. The isolated chloromethyl derivative was treated with dimethylamine in N,N-dimethylformamide for 0.5 h. The crude reaction product was purified by semi-prep RPHPLC eluting with water/acetonitrile/trifluoroacetic acid mixtures. 550.3 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07285558B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-e9c0bfb5d5274348bd932980396e5d76 |
|---|
| Source note | uspto-grants-2007_10 |
|---|
