3-(Trifluoromethyl)aniline → HCID 178505118, compound

HRID 69795Notes

Reaction equation

HRID 69795 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[C:9]([NH:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[N:8][O:7][N:6]=1)[NH2:4].[F:18][C:19]([F:28])([F:27])[C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)N>>[OH:1][N:2]=[C:3]([C:5]1[C:9]([NH:10][CH2:11][CH2:12][NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[N:8][O:7][N:6]=1)[NH:4][C:25]1[CH:24]=[CH:22][CH:21]=[C:20]([C:19]([F:28])([F:27])[F:18])[CH:26]=1

Participants

3

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 136330166N-hydroxy-4-({2-[(methylsulfonyl)amino]ethyl}amino)-1,2,5-oxadiazole-3-carboximidamide

Product 1

HCID 178505118HCID 178505118, compound

Procedure

The title compound was prepared according to the procedure of Example 17, step E, using N′-hydroxy-4-({2-[(methylsulfonyl)amino]ethyl}amino)-1,2,5-oxadiazole-3-carboximidamide and 3-trifluoromethylaniline [Aldrich, product # A41801] as the starting materials. LCMS for C13H16F3N6O4S (M+H)+: m/z=409.1. 1H NMR (500 MHz, DMSO-d6): δ 11.63 (s, 1H), 9.08 (s, 1H), 7.39 (t, J=7.6 Hz, 1H), 7.21 (m, 2H), 7.10 (s, 1H), 6.99 (d, J=8.1 Hz, 1H), 6.28 (t, J=5.4 Hz, 1H), 3.36 (q, J=5.8 Hz, 2H), 3.17 (q, J=5.8 Hz, 2H), 2.91 (s, 3H).

Sources & evidence

ORD record
ord-a9f3c57d2c8540d6afe4a523e38e3a2d
Source dataset
uspto-grants-2014_09
Patent number
US08822511B2

Reaction notes

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