HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Diethylaniline → HCID 54342542, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Diethylaniline | HCID 7061 | — |
| Reactant | 4-Chloro-5-(2,6-dichloroanilinomethyl)-2-methylthiopyrimidine | HCID 22125052 | — |
| Reactant | 1,1-Dimethylethyl N-[2-(3-aminophenyl)-1,1-dimethylethyl]carbamate | HCID 22674081 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54342542 | HCID 54342542 | 39% |
Reaction Steps
A solution of 520 mg (1.6 mmol) of 4-chloro-5-(2,6-dichloroanilinomethyl)-2-methylthiopyrimidine, 420 mg (1.6 mmol) of (2-(3-aminophenyl)-1,1-dimethyl-ethyl)-carbamic acid tert-butyl ester and 250 mg (1.7 mmol) of N,N-diethylaniline in 5 ml of dichloromethane was heated at 80° C. until the solvent had evaporated and then to 120° C. for 30 minutes and then cooled. The product was purified by flash chromatography on silica gel eluting with diethyl ether/isohexane in a ratio 1:1 to give 350 mg (39%) of (2-(3-[5-[(2,6-dichlorophenylamino)-methyl]-2-methylthiopyrimidin-4-yl-amino]-phenyl)-1,1-dimethyl-ethyl)-carbamic acid tert-butyl ester as a white solid. [Mass spectrum (ESI) MH+ =562].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06150373 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-896be482f22f46c2ad5d38bf43600a09 |
| Source note | uspto-grants-2000_11 |