HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-((2S)-3-Amino-2-hydroxy-propoxy)-1,3-dihydrobenzoimidazol-2-one → 4-{[(Hexylamino)carbonyl]amino}-N-{4-[4-({(2S)-2-hydroxy-3-[(2-oxo-2,3-dihydro-1H-benzimidazol-4-yl)oxy]propyl}amino)-1-piperidineyl]phenyl}benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-((2S)-3-Amino-2-hydroxy-propoxy)-1,3-dihydrobenzoimidazol-2-one | HCID 10799105 | — |
| Reactant | 4-(3-hexyl-ureido)-N-[4-(4-oxo-piperidin-1-yl)-phenyl]-benzenesulfonamide | HCID 22220314 | — |
| Product | 4-{[(Hexylamino)carbonyl]amino}-N-{4-[4-({(2S)-2-hydroxy-3-[(2-oxo-2,3-dihydro-1H-benzimidazol-4-yl)oxy]propyl}amino)-1-piperidineyl]phenyl}benzenesulfonamide | HCID 69654754 | — |
Reaction Steps
The title compound was prepared from 4-(3-hexyl-ureido)-N-[4-(4-oxo-piperidine-1-yl)-phenyl]-benzenesulfonamide (which was obtained in Example 225) and (S)-4-[2-hydroxy-3-aminopropoxy]-1,3-dihydro-2H-benzimidazol-2-one (U.S. Pat. No. 5,786,356/1998) according to the procedure of Example 255 as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.86 (t, J=6.8 Hz, 3H), 1.20-1.60 (m, 10H), 1.90-2.05 (m, 2H), 2.50-3.50 (m, 9H), 3.50-3.65 (m, 1H), 3.95-4.05 (m, 2H), 6.43 (t, J=5.6 Hz, 1H), 6.58 (d, J=7.8 Hz, 1H), 6.61 (d, J=8.2 Hz, 1H), 6.70-6.89 (m, 5H), 7.46 (d, J=9.0 Hz, 2H), 7.51 (d, J=9.0 Hz, 2H), 9.06 (s, 1H), 9.60 (brs, 1H), 10.60 (s, 1H), 10.75 (s, 1H); MS (ES) m/z: 680.3 (MH+); HRMS Calcd. for C34H46N7O6S(MH+): 680.3230. Found: 680.3221.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525202B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-b16a0ca09a9c4ff288becc4056483547 |
| Source note | uspto-grants-2003_02 |