HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(2-methyl-thiazol-5-yl)-phenyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine | HCID 67095903 | — |
| Reactant | 4-Benzyl-2-chloro-6-methyl-pyrimidine | HCID 86633618 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | (4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(2-methyl-thiazol-5-yl)-phenyl]-amine | HCID 44192698 | 69.5% |
Reaction Steps
The title compound was prepared from 4-benzyl-2-chloro-6-methyl-pyrimidine (130 mg, 0.59 mmol) and 3-methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine (131 mg, 0.59 mmol) using in analogous manner the procedure described in example 206c). Column chroma-tography (20 g silica, heptane/ethyl acetate 1:1 v/v) afforded the title compound as an off-white solid (165 mg, 69%). MS ISP (m/e): 403.2 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.90 (s, 1H), 7.82 (s, 1H), 7.45 (d, 1H), 7.29 (m, 5H), 7.14 (s, 1H), 6.98 (dd, 1H), 6.48 (s, 1H), 3.97 (s, 2H), 3.87 (s, 3H), 2.71 (s, 3H), 2.37 (s, 3H). Mp 138-141° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962834B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-9997a52e23f14bcfb3cfcaf3fedf7acb |
| Source note | uspto-grants-2015_02 |