HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridineethanamine → 4-Chloro-7-{1-(tert-butoxycarbonyl)-5-[(2-(pyridin-2-yl)ethyl)aminomethyl]indol-2-yl}isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridineethanamine | HCID 75919 | — |
| 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-[(2-(pyridin-2-yl)ethyl)aminomethyl]indol-2-yl}isoindolinone | HCID 68494696 | — |
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 2-(2-aminoethyl)pyridine (0.012 mL, 0.10 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) to obtain 4-chloro-7-{1-(tert-butoxycarbonyl)-5-[(2-(pyridin-2-yl)ethyl)aminomethyl]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-c87a96d8777745b385b9806a513fb462 |
| Source note | uspto-grants-2010_06 |