HuagongsheHuagongshe Chemistry Print Report · For research reference only
Maleic Acid → 1-[1-(1-methyl-4-piperidinyl)-4-piperidinyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, trimaleate salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Maleic Acid | HCID 444266 | — |
| Reactant | 1-[1-(1-methyl-4-piperidinyl)-4-piperidinyl](4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 22347091 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-[1-(1-methyl-4-piperidinyl)-4-piperidinyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, trimaleate salt | HCID 131724235 | 85.4% |
Reaction Steps
1-[1-(1-methyl-4-piperidinyl)-4-piperidinyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (92 mg, 0.190 mmol) was dissolved in 25 ml of hot ethyl acetate and maleic acid(66 mg, 0.571 mmol) in 5 ml of hot ethyl acetate was added. After 2 hours at room temperature, the solid was filtered and then dried to give 135 mg of 1-[1-(1-methyl-4-piperidinyl)-4-piperidinyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, trimaleate salt. 1H NMR (DMSO) 1.87 (m, 2H), 2.22 (m, 4), 2.45 (m, 2H), 2.77 (s, 3H), 2.18 (m, 9H), 5.06 (m, 1H), 6.11 (s, 6H), 7.15(m, 5H), 7.45 (m, 2H), 7.67 (d, J=8.51 Hz, 2H), 8.27 (s, 1H); LC/MS (MH+32 484).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06660744B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-c7370bf91abf48299252bbbf57880ace |
| Source note | uspto-grants-2003_12 |