HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 18460833, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | m-Toluidine | HCID 7934 | — |
| Reactant | Ethyl 2,4-dichloropyrimidine-5-carboxylate | HCID 104020 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18460833 | HCID 18460833 | — |
Reaction Steps
2,4-Dichloropyrimidine-5-carboxylic ethyl ester and m-toluidine were allowed to undergo the reaction in acetonitrile in the presence of diisopropylamine to obtain 2-chloro-4-[(3-methylphenyl)amino]pyrimidine-5-carboxylic ethyl ester. Said ester compound was hydrolyzed in THF with 1 M sodium hydroxide aqueous solution, and the resulting carboxylic acid compound was allowed to react with oxalyl chloride in dichloromethane in the presence of a catalytic amount of DMF and then treated with a mixture of aqueous ammonia and ice to obtain 2-chloro-4-[(3-methylphenyl)amino]pyrimidine-5-carboxamide. F: 263.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012959B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-fdcae36291cb4af6a1c39dab5738471f |
| Source note | uspto-grants-2011_09 |