HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2,4-Dimethyl-thiazol-5-yl)-3-methoxy-phenylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[4-(2,4-dimethyl-thiazol-5-yl)-3-methoxy-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2,4-Dimethyl-thiazol-5-yl)-3-methoxy-phenylamine | HCID 67096279 | — |
| Reactant | 4-Benzyl-2-chloro-6-methyl-pyrimidine | HCID 86633618 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | (4-Benzyl-6-methyl-pyrimidin-2-yl)-[4-(2,4-dimethyl-thiazol-5-yl)-3-methoxy-phenyl]-amine | HCID 57829792 | 94.6% |
Reaction Steps
The title compound was prepared from 4-benzyl-2-chloro-6-methyl-pyrimidine (130 mg, 0.59 mmol) and 4-(2,4-dimethyl-thiazol-5-yl)-3-methoxy-phenylamine (139 mg, 0.49 mmol) using in analogous manner the procedure described in example 206c). Column chromatography (20 g silica, dichloromethane/ethyl acetate 1/1 v/v) afforded the title compound (193 mg, 78%) as a light yellow waxy solid. MS ISP (m/e): 417.2 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.78 (d, 1H), 7.29 (m, 5H), 7.17 (d, 1H), 7.14 (s, 1H), 6.99 (dd, 1H), 6.48 (s, 1H), 3.97 (s, 2H), 3.78 (s, 3H), 2.67 (s, 3H), 2.37 (s, 3H), 2.32 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962834B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-97635bec5228498c90c1b2ca3414278f |
| Source note | uspto-grants-2015_02 |