HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (4-Chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (4-chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanone | HCID 118005951 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (4-Chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanol | HCID 118006194 | — |
Reaction Steps
Sodium borohydride (0.016 g, 0.422 mmol) was added in one portion to a suspension of (4-chloro-2-methoxy-8-methyl-3-(3-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanone (0.1 g, 0.211 mmol, Intermediate 15: step d) in MeOH (3 mL). The mixture was stirred at room temperature overnight, then filtered, rinsing the solids with MeOH and H2O. The solid product was dried under reduced pressure to provide the title compound. 1H NMR (400 MHz, CDCl3) δ ppm 8.08 (s, 1H), 7.57-7.69 (m, 1H), 7.41-7.53 (m, 4H), 7.30-7.41 (m, 1H), 6.76 (s, 1H), 5.94-6.15 (m, 1H), 4.35 (s, 2H), 4.09 (s, 3H), 3.60 (s, 3H), 2.67 (s, 3H), 2.58 (m, 1H). MS (EI) 476 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221804B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-749d0cddd8db47afa56dc65011b4afea |
| Source note | uspto-grants-2015_12 |