HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-chloro-2-{[3-(diethylamino)propyl]amino}-8-(2,6-difluorophenyl)pyrido[2,3-d]pyrimidin-7(8H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N,N-Diethyl-1,3-propanediamine | HCID 61011 | — |
| Reactant | 4-chloro-8-(2,6-difluorophenyl)-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one | HCID 11951514 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-chloro-2-{[3-(diethylamino)propyl]amino}-8-(2,6-difluorophenyl)pyrido[2,3-d]pyrimidin-7(8H)-one | HCID 11951518 | 60% |
Reaction Steps
To the compound 4-chloro-8-(2,6-difluorophenyl)-2-(methylsulfinyl)-pyrido[2,3-d]pyrimidin-7(8H)-one (1.59 g, 4.47 mmol) in dichloromethane (89.4 mL) were added N,N-diethyl-1,3-propanediamine (0.845 mL, 5.36 mol) and triethylamine (1.26 uL, 8.94 mmol). The mixture was stirred at rt overnight. Some white precipitate was formed during the reaction. Filtration followed by wash with ethyl acetate/dichloromethane/methanol afforded the title compound (1.028 g, 60%). LC-MS m/z 383 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207176B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-b27e06f4e1d14994ba4e7ebaa286358d |
| Source note | uspto-grants-2012_06 |