HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Aminocyclopentanemethanol → 4-Chloro-7-{1-(tert-butoxycarbonyl)-5-[(1-hydroxymethylcyclopentyl)aminomethyl]indol-2-yl}isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Aminocyclopentanemethanol | HCID 66307 | — |
| 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-[(1-hydroxymethylcyclopentyl)aminomethyl]indol-2-yl}isoindolinone | HCID 68488741 | — |
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), and the solution was treated with 1-amino-1-cyclopentanemethanol (23 mg, 0.20 mmol) and sodium triacetoxyborohydride (48 mg, 0.23 mmol) to obtain 4-chloro-7-{1-(tert-butoxycarbonyl)-5-[(1-hydroxymethylcyclopentyl)aminomethyl]indol-2-yl}isoindolinone was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-b0e56a5dd82641169144c65843e1227f |
| Source note | uspto-grants-2010_06 |