HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → 3-[6-(2,6-Dichlorophenyl)-2-{[3-(4-methylpiperazin-1-yl)propyl]amino}pyrido[2,3-d]pyrimidin-7-yl]-1-phenylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-(2,6-dichlorophenyl)-2-N-[3-(4-methylpiperazin-1-yl)propyl]pyrido[2,3-d]pyrimidine-2,7-diamine | HCID 5328148 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[6-(2,6-Dichlorophenyl)-2-{[3-(4-methylpiperazin-1-yl)propyl]amino}pyrido[2,3-d]pyrimidin-7-yl]-1-phenylurea | HCID 5328163 | 65.5% |
Reaction Steps
6-(2,6-Dichlorophenyl)-N2 -[3-(4-methyl-piperazin-1-yl)-propyl]-pyrido[2,3-d]pyrimidine-2,7-diamine (13.0 g) from Example 36 in DMF (160 mL) was reacted with 60% sodium hydride suspension (1.16 g) and phenyl isocyanate (3.47 g) according to the general procedure of Example 37. Recrystallization of the chromatographed product from ethyl acetate gave 10.78 g of the title compound 1-{6-(2,6-dichlorophenyl)-2-[3-(4-methyl-piperazin-1-yl)-propylamino]-pyrido[2,3-d]pyrimidin-7-yl}-3-phenyl-urea, ESMS (20/80 MeOH/CH3CN+0.1% AcOH): M+ +H=565;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05733913 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-f0c89e86bbe14f759fdce4cd0dfbf012 |
| Source note | uspto-grants-1998_03 |