4-(Trifluoromethyl)aniline → Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate

HRID 249682Notes

Reaction equation

HRID 249682 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[F:17][C:18]([F:27])([F:26])C1C=CC(N)=CC=1>>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:18]([F:27])([F:26])[F:17])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 178469510HCID 178469510, compound

Product 1

HCID 178469538Ethyl 4-hydroxy-6-(trifluoromethyl)quinoline-3-carboxylate

Procedure

The title compound was prepared following the procedure described in Step 1 for the synthesis of 2a using 4-trifluoromethylaniline instead of aniline. 1H NMR (DMSO-d6) δ (ppm): 1.26 (3H, t, J=7.14 Hz), 4.22 (2H, q, J=7.14 Hz), 7.80 (1H, d, J=9.34 Hz), 8.00 (m), 8.39 (1H, s), 8.64 (1H, s). m/z 286.5 (MH+).

Sources & evidence

ORD record
ord-dc6618985431472dac103e58b2e8124e
Source dataset
uspto-grants-2011_01
Patent number
US07863266B2

Reaction notes

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