Reaktion #45872

Reaktionsgleichung

hydrochloric acid ethanol

2-Cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-hydroxycyclopent-1-enyl)-5-methyl-1,3-benzoxazole-4-carbonitrile

→

compound

6-Cyclopentadienyl-2-cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-1,3-benzoxazole-4-carbonitrile

Lösungsmittel

diethyl ether

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was evaporated away under reduced pressure
2. 2
   workup.ADDITIONEther was added to the residue
3. 3
   Einengenthis was concentrated under reduced pressure
4. 4
   workup.ADDITIONEther was added to the residue
5. 5
   Sonstigefollowed by sonication
6. 6
   Sonstigethe solvent was removed with a pipette
7. 7
   SonstigeThe residue was dried at 60° C. under reduced pressure for 2 hours

Vorschrift

2-Cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-hydroxycyclopent-1-enyl)-5-methyl-1,3-benzoxazole-4-carbonitrile (I-306) (83 mg, 0.21 mmol) was dissolved in ethanol (0.85 ml) and diethyl ether (1.7 ml), and at room temperature, 1 M hydrochloric acid/ethanol solution (222 μl, 0.22 mmol) was added. After stirring at the same temperature for 4 hours, the solvent was evaporated away under reduced pressure. Ether was added to the residue, and this was concentrated under reduced pressure. This operation was repeated once again. Ether was added to the residue, followed by sonication, and the solvent was removed with a pipette. The residue was dried at 60° C. under reduced pressure for 2 hours to obtain the entitled compound (62 g, 65%) as a brown solid.

Quelle