Reaktion #608255

ord-4444cd1e5ecc472381c39bb7120c7cbe

Reaktionsgleichung

O=C1Cc2ccc(C(=O)O)cc2N1
2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid
c1ccc2c(c1)CC[C@@H]1NCCC[C@H]21
cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexa-fluorophosphate
→
O=C1Cc2ccc(C(=O)N3CCC[C@@H]4c5ccccc5CC[C@@H]43)cc2N1
title compound
Ausbeute 12.0%
O=C1Cc2ccc(C(=O)N3CCC[C@@H]4c5ccccc5CC[C@@H]43)cc2N1
6-(cis-2,3,4a,5,6,10b-Hexahydro-1H-benzo[f]quinoline-4-carbonyl)-1,3-dihydro-indol-2-one
Ausbeute 12.0%

Edukte

O=C1Cc2ccc(C(=O)O)cc2N1
2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid
c1ccc2c(c1)CC[C@@H]1NCCC[C@H]21
cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexa-fluorophosphate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound is prepared from 2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid and cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline following a procedure analogous to that described in Example 1 [2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexa-fluorophosphate is used]. Yield: 12% of theory; LC (method 4): tR=1.90 min; Mass spectrum (ESI+): m/z=347 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09328072B2uspto-grants-2016_05