HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-cyclopropyl-5-ethynylpyrimidin-2-amine → 5-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclopropylpyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-cyclopropyl-5-ethynylpyrimidin-2-amine | HCID 71512031 | — |
| Reactant | 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzoimidazole | HCID 86709558 | — |
| Product | 5-(2-(2-Chloro-5-(6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazol-2-yl)phenyl)ethynyl)-N-cyclopropylpyrimidin-2-amine | HCID 72949732 | — |
Reaction Steps
The title compound was synthesized from N-cyclopropyl-5-ethynylpyrimidin-2-amine and 2-(4-chloro-3-iodophenyl)-6-((4-methylpiperazin-1-yl)methyl)-1H-benzo[d]imidazole in a manner similar to that described for in Example 1. The title compound was obtained as a brown solid. Mp: 160-162° C.; 1H NMR (300 MHz, CDCl3) δ: 8.43-8.45 (2H, d, J=6.0 Hz), 8.12-8.15 (1H, d, J=6.0 Hz), 7.58-7.60 (1H, d, J=6.0 Hz), 7.52 (1H, s), 7.45-7.47 (1H, d, J=6.0 Hz), 7.38-7.40 (1H, d, J=6.0 Hz), 7.15-7.17 (1H, d, J=6.0 Hz), 5.80 (1H, s), 3.60 (2H, s), 2.80 (8H, brs), 2.59 (3H, s), 1.35-1.39 (1H, m), 0.82-0.88 (2H, m), 0.58-0.60 (2H, m). HRMS (ESI-TOF+): m/z [M+H]+ calcd for C28H29ClN7: 498.2167. found: 498.2163.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859553B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-9818af45782747e1a8de093f62b96b5a |
| Source note | uspto-grants-2014_10 |