HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Ethanediamine, N1,N1,N2-trimethyl- → 4-chloro-7-(1-(tert-butoxycarbonyl)-5-[N-(2-(dimethylamino)ethyl)-N-methylaminomethyl]indol-2-yl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Ethanediamine, N1,N1,N2-trimethyl- | HCID 67338 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone | HCID 86628227 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-chloro-7-(1-(tert-butoxycarbonyl)-5-[N-(2-(dimethylamino)ethyl)-N-methylaminomethyl]indol-2-yl)isoindolinone | HCID 68493529 | — |
Reaction Steps
In a similar manner to Step 1 of Example 56, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (20.0 mg, 0.0487 mmol) was dissolved in dichloromethane (0.5 mL). The solution was treated with N,N,N′-trimethylethylenediamine (32 mg, 0.20 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) to obtain 4-chloro-7-(1-(tert-butoxycarbonyl)-5-[N-(2-(dimethylamino)ethyl)-N-methylaminomethyl]indol-2-yl)isoindolinone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-fc13530c95d2404184b3ef307d895953 |
| Source note | uspto-grants-2010_06 |