HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 67154052, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Bicarbonate Ion | HCID 769 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Bis(trimethylsilyl)carbodiimide | HCID 70473 | — |
| Reactant | HCID 67154074 | HCID 67154074 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67154052 | HCID 67154052 | — |
Reaction Steps
1.4 g of ethyl 2-[4-(tert-butoxycarbonylamino)-3-(2-isoindolin-2-yl-2-oxoacetyl)phenyl]pentanoate are dissolved in 50 ml of acetonitrile under argon. 431 mg of caesium fluoride and 769 μl of bis(trimethylsilyl)carbodiimide are added to the solution. The mixture is stirred at room temperature for 15 min, and 6 ml of hydrochloric acid (1N) are then added, and the mixture is neutralised using bicarbonate. The aqueous phase is washed three times with 100 ml of ethyl acetate each time. The combined organic phases are dried over sodium sulfate, filtered and evaporated to dryness in vacuo. Yield: 1.1 g (92%) of ethyl 2-[2-amino-4-(isoindoline-2-carbonyl)quinazolin-6-yl]pentanoate (oil); LC-MS retention time: 1.84 min (“nonpolar” gradient).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08906930B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-c714b8a9b4f54a5bacad2f963b2db016 |
| Source note | uspto-grants-2014_12 |