HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine → HCID 9803404, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine | HCID 15549640 | — |
| Reactant | 4-Aminomethyl-1-N-Cbz-piperidine | HCID 21955499 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylformamide toluene | HCID 21735183 | — |
| Product | HCID 9803404 | HCID 9803404 | 56.6% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine (EXAMPLE 1) (115 mg, 0.42 mnmol) and 1-Benzyloxycarbonyl-4-(aminomethyl)piperidine (122 mg, 0.49 mmol) were dissolved in DMF-toluene (1:1, 5 mL), and the mixture was heated at 100° C. for 5 h. After cooling, the mixture was diluted with EtOAc and washed with H2O to remove DMF followed by brine. The organic extract was dried over Na2SO4, and the solvent was removed under reduced pressure to give 105 mg of the title compound. Partial 1H NMR (500 MHz, CDCl3): δ 8.61 (s, 1H); 8.38 (br s, 1H); 8.18 (m, 1H); 7.85 (m, 1H); 7.4-7.28 (m, 7H); 6.79 (d, J=5.5 Hz); 5.12 (s, 2H); 4.22 (br s, 2H); 3.43 (m, 1H); 2.78 (br s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329380B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-f1120970267346bc97b53ba6a176902c |
| Source note | uspto-grants-2001_12 |