HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pentanamine → 5-Chloro-3-(2-chlorophenyl)-1-[4-(N-1-ethylpropylcarbamoyl)benzyl]-1,3-dihydro-3-dimethylaminoindol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pentanamine | HCID 12019 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-[5-Chloro-3-(2-chlorophenyl)-2,3-dihydro-3-dimethylamino-2-oxoindol-1-yl]methylbenzoic acid | HCID 19076426 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 5-Chloro-3-(2-chlorophenyl)-1-[4-(N-1-ethylpropylcarbamoyl)benzyl]-1,3-dihydro-3-dimethylaminoindol-2-one | HCID 57103526 | — |
Reaction Steps
This compound is prepared according to the procedure described in step B of EXAMPLE 94 from 0.623 g of the compound obtained in step A of EXAMPLE 94 and 0.24 ml of 1-ethylpropylamine, in the presence of 0.605 g of BOP and in the presence of DIPEA in order to maintain a pH of 7. Chromatography on silica using a gradient of a hexane/AcOEt mixture (from 90/10; v/v to 70/30; v/v) as the eluent gives the expected product after crystallization from a DCM/hexane mixture. m=0.490 g. M.p.=208° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05773612 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-daa80cc35f684cb6b9821b66282bd70f |
| Source note | uspto-grants-1998_06 |