HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylimidazole → 4-(3-Chloro-4-methoxybenzylamino)-5-[(hydroxy)(1-methyl-2-imidazolyl)methyl]-2-methylthiopyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylimidazole | HCID 1390 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | 2-Methylthio-4-(3-chloro-4-methoxybenzylamino)-5-formylpyrimidine | HCID 22025936 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-Chloro-4-methoxybenzylamino)-5-[(hydroxy)(1-methyl-2-imidazolyl)methyl]-2-methylthiopyrimidine | HCID 22025906 | — |
Reaction Steps
A solution of 4-(3-chloro-4-methoxybenzylamino)-5-formyl-2-methylthiopyrimidine 0.5 g in tetrahydrofuran 20 ml is reacted at −78° C. with lithium salt of 1-methylimidazole 0.394 ml in the same manner as Example 86 to give 4-(3-chloro-4-methoxybenzylamino)-5-[(hydroxy) (1-methyl-2-imidazolyl)methyl]-2-methylthiopyrimidine. Thus obtained compound is oxidized at room temperature with manganese dioxide in chloroform and then the oxidized compound is post-treated in the same manner as Example 86 to give 4-(3-chloro-4-methoxybenzylamino)-5-(1-methyl-2-imidazolylcarbonyl-2-methylthiopyrimidine 0.5913 g. mp 158-159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273868B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-6a438c8aac1e43c48a4dfa4840d6a8cb |
| Source note | uspto-grants-2007_09 |