Boron trifluoride etherate → 1H-Cyclopenta(b)quinoline, 2,3-dihydro-9-amino-

HRID 366406Notes

Reaction equation

[C:1](#[N:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[C:10]1(=O)[CH2:14][CH2:13][CH2:12][CH2:11]1.B(F)(F)F.CCOCC>>[NH2:9][C:1]1[C:2]2[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=2[N:4]=[C:11]2[CH2:12][CH2:13][CH2:14][C:10]=12

Participants

Reactant 3

HCID 8000Boron trifluoride etherate

HCID 8452Cyclopentanone

HCID 729132-Aminobenzonitrile

Product 1

HCID 2057721H-Cyclopenta(b)quinoline, 2,3-dihydro-9-amino-

Procedure

Anthranilonitrile (5.0 g, 42.3 mmol), cyclopentanone (4.1 g, 46.7 mmol), boron trifluoride diethyl etherate (1M, 10 ml, 81.8mmol) were treated according to the general procedure to give the title compound.

Sources & evidence

ORD record: ord-8d02ebb8ee9d422ab936c0c4366ecb2e
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06130228

Reaction notes

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