HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → N-(2',4'-difluoro-5-(5-(1-(2-hydroxyethyl)-1H-pyrazol-4-yl)-1H-benzo[d]-imidazol-1-yl)-[1,1'-biphenyl]-3-yl) methane sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 117777730 | HCID 117777730 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(2',4'-difluoro-5-(5-(1-(2-hydroxyethyl)-1H-pyrazol-4-yl)-1H-benzo[d]-imidazol-1-yl)-[1,1'-biphenyl]-3-yl) methane sulfonamide | HCID 89501225 | 49.1% |
Reaction Steps
To a solution of N-(2′,4′-difluoro-5-(5-(1-(2-((tetrahydro-2H-pyran-2-yl)oxy)-ethyl)-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)methanesulfonamide (0.15 g, 0.252 mmol) in methanol (5 ml) was added acetyl chloride (1 ml) at 0° C. as in Example 1(d). The solvent was distilled off to afford the product (0.063 g). 1H NMR (300 MHz, DMSO-d6): δ 8.64 (s, 1H), 8.22 (s, 1H), 8.00-7.97 (d, 2H), 7.80-7.69 (m, 2H), 7.67-7.61 (m, 1H), 7.59-7.60 (d, 1H), 7.53 (s, 2H), 7.47-7.41 (m, 2H), 7.29-7.25 (t, 1H), 4.97-4.95 (t, 1H), 4.18-4.15 (m, 2H), 3.80-3.78 (m, 2H), 3.14 (s, 3H) Calculated mass: 509.1; Observed mass: 510.3 [M+H]+ (rt: 1.18 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447091B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-368dccef5bd64eee93ce9e2d78a2182d |
| Source note | uspto-grants-2016_09 |