N'-Hydroxy-4-(trifluoromethyl)benzene-1-carboximidamide → HCID 45274311, compound

HRID 1667268Notes

Reaction equation

HRID 1667268 reaction equation
[O:1]=[C:2]1[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:5][CH2:4][N:3]1[CH2:19][C:20]([OH:22])=O.FC1C=CC(C2(C3C=CC(F)=CC=3)CCN(CC(O)=O)C2=O)=CC=1.O[NH:48]/[C:49](/[C:52]1[CH:53]=[CH:54][C:55]([NH:58][C:59](=[O:65])[O:60][C:61]([CH3:64])([CH3:63])[CH3:62])=[N:56][CH:57]=1)=[N:50]\[H].ON/C(=N\[H])/C1C=CC(C(F)(F)F)=CC=1>>[O:1]=[C:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:5][CH2:4][N:3]1[CH2:19][C:20]1[O:22][N:48]=[C:49]([C:52]2[CH:53]=[CH:54][C:55]([NH:58][C:59](=[O:65])[O:60][C:61]([CH3:63])([CH3:62])[CH3:64])=[N:56][CH:57]=2)[N:50]=1

Participants

5

Reactant 4

HCID 609329N'-Hydroxy-4-(trifluoromethyl)benzene-1-carboximidamideHCID 673571912-(3,3-Bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acidHCID 673590132-(2-Oxo-3,3-diphenylpyrrolidin-1-yl)acetic acidHCID 178506509HCID 178506509, compound

Product 1

HCID 45274311HCID 45274311, compound

Procedure

The title compound was prepared using the procedure described in Example 190 substituting 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid from Example 1C for 2-(3,3-bis(4-fluorophenyl)-2-oxopyrrolidin-1-yl)acetic acid and (Z)-tert-butyl 5-(N-hydroxycarbamimidoyl)pyridin-2-ylcarbamate for (Z)—N-hydroxy-4-(trifluoromethyl)benzimidamide. 1H NMR (300 MHz, CDCl3) δ ppm 8.85 (d, J=1.7, 1H), 8.22 (dd, J=2.2, 8.8, 1H), 8.07 (d, J=8.8, 1H), 7.48-7.28 (m, 10H), 4.89 (s, 2H), 3.57 (t, J=6.5, 2H), 2.89 (t, J=6.5, 2H), 1.55 (s, 9H); MS (DCI) m/z 512.2 (M+H)+.

Sources & evidence

ORD record
ord-4c9a78aa49d34ee4a9e8b52790f8589a
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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