Réaction #3776

ord-7404f2b9601b4073b13d1d8a134a80dc

Équation de réaction

N#CC1CCC=CN1C(=O)[C@H](Cc1ccccc1)N1C(=O)c2ccccc2C1=O
N-[2(S)-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-2-cyano-1,2,3,4-tetrahydro-pyridine
O=S(=O)(O)O
sulfuric acid
O=C(OC(=O)C(F)(F)F)C(F)(F)F
trifluoroacetic anhydride
→
N#C[C@@H]1CCCC2c3ccccc3CC(N3C(=O)c4ccccc4C3=O)C(=O)N21
title compound
N#C[C@@H]1CCCC2c3ccccc3CC(N3C(=O)c4ccccc4C3=O)C(=O)N21
4-cyano-(S)-7-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)]-1,2,3,4,6,7,8,12b-octahydro-6-oxopyrido [2,1-a][2]benzazepine

Réactifs

N#CC1CCC=CN1C(=O)[C@H](Cc1ccccc1)N1C(=O)c2ccccc2C1=O
N-[2(S)-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-2-cyano-1,2,3,4-tetrahydro-pyridine
O=S(=O)(O)O
sulfuric acid
O=C(OC(=O)C(F)(F)F)C(F)(F)F
trifluoroacetic anhydride

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Combine N-[2(S)-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-2-cyano-1,2,3,4-tetrahydro-pyridine (100 mg, 0.26 mmol), sulfuric acid (3 mL, 99.999%), and trifluoroacetic anhydride (0.03 mL). After 24 hours, the title compound is obtained as a solution.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05734049uspto-grants-1998_03