HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-[1-(chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione → 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-[1-(chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione | HCID 57625989 | — |
| Solvent | Isopropylamine | HCID 6363 | — |
| Product | 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione | HCID 57625992 | 160.6% |
Reaction Steps
A solution of 1.426 g of 3-[1-(chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione obtained in stage j) of Example 3 in 25 mL of isopropylamine is refluxed for 4 hours. The reaction mixture is then concentrated under reduced pressure and the residue is taken up in 30 mL of water and triturated in 2 mL of diethyl ether. A solid forms, which is filtered off, washed with twice 5 mL of diisopropyl ether and dried to give 1.2 g of 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935819B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-5e00177c905a4418a32554eeccd4b10b |
| Source note | uspto-grants-2011_05 |