Trifluoroacetic acid → HCID 15980182, compound

HRID 217220Notes

Reaction equation

[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]3[NH:14][C:13]([C:15]4[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=4)=[C:12]([CH3:23])[C:10]3=2)[NH:5][C:4](=[O:24])[CH:3]=1.[F:25][C:26]([F:31])([F:30])[C:27](O)=O>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]3[N:14]([CH2:27][C:26]([F:31])([F:30])[F:25])[CH:13]([C:15]4[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=4)[CH:12]([CH3:23])[C:10]3=2)[NH:5][C:4](=[O:24])[CH:3]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68930471HCID 68930471, compound

Product 1

HCID 15980182HCID 15980182, compound

Procedure

This compound was prepared using the method described in Example 23 from 9-chloro-2-(3,4-dichlorophenyl)-1-methyl-3,6-dihydro-pyrrolo[3,2-f]quinolin-7-one, and trifluoroacetic acid. Spectral data for compound 157: 1H NMR (500 MHz, DMSO-d6) δ 11.91 (s, 1H), 7.75 (d, J=1.9 Hz, 1H), 7.73 (d, J=8.3 Hz, 1H), 7.49 (dd, J=8.3, 1.9 Hz, 1H), 7.34 (d, J=8.8 Hz, 1H), 7.30 (d, J=8.8 Hz, 1H), 6.78 (d, J=1.7 Hz, 1H), 5.02 (d, J=7.0 Hz, 1H), 4.30 (qn, J=7.0 Hz, 1H), 4.25 (dq, J=16.5, 10.2 Hz, 1H), 3.71 (dq, J=16.5, 9.2 Hz, 1H), 0.76 (d, J=7.0 Hz, 3H).

Workup

customThis compound was prepared

Sources & evidence

ORD record: ord-254a7243716f4e25b71198334eb549dc
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193357B2

Reaction notes

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