HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-((4-Methylpiperazin-1-yl)methyl)aniline → Dubermatinib
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-((4-Methylpiperazin-1-yl)methyl)aniline | HCID 3153996 | — |
| Reactant | 2-(2,5-Dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide | HCID 46738287 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | Dubermatinib | HCID 56839178 | 62% |
Reaction Steps
The title compound was prepared according to synthesis procedure B described above from 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzenesulfonamide and 4-((4-methylpiperazin-1-yl)methyl)aniline in 62% yield (yellow solid) after flash chromatography (CH2Cl2/CH3OH 99:1 gradually increasing to 95:5). 1H NMR (400 MHz, CDCl3): δ 8.53 (d, 1H, J=8.2 Hz), 8.11 (s, 1H), 7.84 (dd, 1H, J=8.2, 1.3 Hz), 7.54 (m, 1H), 7.45 (d, 2H, J=8.2 Hz), 7.22 (m, 3H), 3.47 (s, 2H), 2.72 (s, 6H), 2.48 (bs, 8H), 2.29 (s, 3H); MS (ESI): 516.3 [M+H]+, 258.8 [M+2H]2+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901120B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-9e2cb48923d94f7387f46d8fc30f4bbd |
| Source note | uspto-grants-2014_12 |