HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclopropylpiperazine → N-{3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}-3-[2-(4-cyclopropylpiperazin-1-yl)ethoxy]-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclopropylpiperazine | HCID 4742004 | — |
| Reactant | 3-(2-chloroethoxy)-N-{3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 11654890 | — |
| Product | N-{3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}-3-[2-(4-cyclopropylpiperazin-1-yl)ethoxy]-1H-pyrazolo[3,4-d]pyrimidin-4-amine | HCID 67020778 | 28% |
Reaction Steps
The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-{3-chloro-4-[(6-methylpyridin-3-yl)oxy]phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-amine (prepared as described in Example 16) and N-cyclopropylpiperazine to give the title compound in 28% yield; NMR Spectrum: 0.23-0.25 (m, 2H), 0.35-0.38 (m, 2H), 1.51-1.55 (m, 1H), 2.45 (s, 3H), 2.50 (hidden by DMSO, 8H), 2.78 (t, 2H), 4.44 (t, 2H), 7.20 (d, 1H), 7.25 (br s, 2H), 7.73 (d, 1H), 8.11 (s, 1H), 8.21 (s, 1H), 8.36 (s, 1H), 8.62 (br s, 1H); Mass Spectrum: 521 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947676B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-5b46d730c1ee49b6b952e432d3029a51 |
| Source note | uspto-grants-2011_05 |