3-(Trifluoromethyl)aniline → HCID 3632210, compound

HRID 1991228Notes

Reaction equation

HRID 1991228 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][C:12]([OH:14])=O)=[CH:3]1.[F:15][C:16]([F:25])([F:24])[C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20]>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][C:12]([NH:20][C:19]2[CH:21]=[CH:22][CH:23]=[C:17]([C:16]([F:15])([F:24])[F:25])[CH:18]=2)=[O:14])=[CH:3]1

Participants

3

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 2541662-(1-methyl-1H-indol-3-yl)acetic acid

Product 1

HCID 3632210HCID 3632210, compoundYield 62%

Procedure

The title compound was synthesized in 62% yield (41.1 mg) according to a procedure described in Example 107 starting from (1-methyl-1H-indol-3-yl)-acetic acid and 3-trifluoromethyl-aniline. Calculated for C16H23N3O m/z: 332.11, found 332.89 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.74 (s, 2H), 3.75 (s, 3H), 7.01 (m, 1H), 7.14 (m, 1H), 7.25 (s, 1H), 7.38 (t, J=8.1 Hz, 2H), 7.53 (t, J=7.8 Hz, 1H), 7.60 (d, J=8.1 Hz, 1H), 7.79 (d, J=8.6 Hz, 1H), 8.10 (s, 1H), 10.43 (s, 1H).

Sources & evidence

ORD record
ord-5cfe6babd4bc4322870f42386da461b7
Source dataset
uspto-grants-2010_01
Patent number
US07645784B2

Reaction notes

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