HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-((4-Methylpiperazin-1-yl)methyl)aniline → 2-((5-chloro-2-((4-((4-methylpiperazin-1-yl)methyl)phenyl)amino)pyrimidin-4-yl)amino)-N,N-dimethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-((4-Methylpiperazin-1-yl)methyl)aniline | HCID 3153996 | — |
| Reactant | 2-[(2,5-dichloropyrimidin-4-yl)amino]-N,N-dimethylbenzamide | HCID 57974161 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 2-((5-chloro-2-((4-((4-methylpiperazin-1-yl)methyl)phenyl)amino)pyrimidin-4-yl)amino)-N,N-dimethylbenzamide | HCID 68385049 | 32% |
Reaction Steps
The title compound was prepared according to synthesis procedure B described above from 2-((2,5-dichloropyrimidin-4-yl)amino)-N,N-dimethylbenzamide and 4-((4-methylpiperazin-1-yl)methyl)aniline in 32% yield (yellow solid) after flash chromatography (CH2Cl2/CH3OH 99:1 gradually increasing to 95:5). 1H NMR (400 MHz, CDCl3): δ 9.07 (s, 1H), 8.35 (d, 1H J=8.2 Hz), 8.05 (s, 1H), 7.46 (s, 2H, J=8.2 Hz), 7.38 (t, 1H, J=7.8 Hz), 7.29 (d, 1H, J=7.5 Hz), 7.21 (d, 2H, J=8.2 Hz), 7.10 (t, 1H, J=7.5 Hz), 7.01 (s, 1H), 3.45 (s, 2H), 3.11 (s, 3H), 3.04 (s, 3H), 2.43 (bs, 8H), 2.27 (s, 3H); MS (ESI): 480.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901120B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-c26638aa0f834f94b95b1564d4e793c6 |
| Source note | uspto-grants-2014_12 |