HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyldimethylsilyl chloride → 7-Amino-4-(3-tert-butyldimethylsilyloxyphenyl)isoindolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1h-Isoindol-1-one,7-amino-2,3-dihydro-4-(3-hydroxyphenyl)- | HCID 68493349 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Amino-4-(3-tert-butyldimethylsilyloxyphenyl)isoindolinone | HCID 68490976 | 59.5% |
Reaction Steps
In a similar manner to Step 1 of Example 304, 7-amino-4-(3-hydroxyphenyl)isoindolinone (137 mg, 0.569 mmol) was dissolved in acetonitrile (7.0 mL), and the solution was treated with tert-butyldimethylsilyl chloride (155 mg, 1.02 mmol) and DBU (0.154 mL, 1.02 mmol), followed by purification by flash column chromatography (chloroform) to obtain 7-amino-4-(3-tert-butyldimethylsilyloxyphenyl)isoindolinone (120 mg, yield 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-ae5633c06e044cf8a205725c36de6846 |
| Source note | uspto-grants-2010_06 |