HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)aniline → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)aniline | HCID 21876638 | — |
| Reactant | 4-Benzyl-2-chloro-6-methyl-pyrimidine | HCID 86633618 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-fluoro-4-(4-methyl-imidazol-1-yl)-phenyl]-amine | HCID 57829769 | 86.2% |
Reaction Steps
The title compound was prepared from 4-benzyl-2-chloro-6-methyl-pyrimidine (100 mg, 0.46 mmol) and 3-fluoro-4-(4-methyl-imidazol-1-yl)-phenylamine (88 mg, 0.57 mmol) using in analogous manner the procedure described in example 43b). Column chromatography (15 g silica, dichloromethane+3.7% methanol v/v) afforded the title compound (148 mg, 86%) as a white solid. MS ISP (m/e): 374.4 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.98 (dd, 1H), 7.65 (s, 1H), 7.26 (m, 8H), 6.92 (s, 1H), 6.53 (s, 1H), 3.98 (s, 2H), 2.38 8s, 3H), 2.31 (s, 3H). Mp 155-158° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962834B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-55eb6b21a08242c1a0678fdf6b34a7b9 |
| Source note | uspto-grants-2015_02 |