N'-Hydroxy-4-(trifluoromethyl)benzene-1-carboximidamide → HCID 67376354, compound

HRID 1667238Notes

Reaction equation

HRID 1667238 reaction equation
O=C1C(C2C=CC=CC=2)(C2C=CC=CC=2)CCN1CC(O)=O.F[C:24]1[CH:29]=[CH:28][C:27]([C:30]2([C:40]3[CH:45]=[CH:44][C:43](F)=[CH:42][CH:41]=3)[CH2:34][CH2:33][N:32]([CH2:35][C:36]([OH:38])=O)[C:31]2=[O:39])=[CH:26][CH:25]=1.[C:47]([C:51]1[CH:61]=[CH:60][C:54](/[C:55](=[N:58]/[H])/[NH:56]O)=[CH:53][CH:52]=1)([CH3:50])([CH3:49])[CH3:48].ON/C(=N\[H])/C1C=CC(C(F)(F)F)=CC=1>>[C:47]([C:51]1[CH:61]=[CH:60][C:54]([C:55]2[N:56]=[C:36]([CH2:35][N:32]3[CH2:33][CH2:34][C:30]([C:40]4[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=4)([C:27]4[CH:28]=[CH:29][CH:24]=[CH:25][CH:26]=4)[C:31]3=[O:39])[O:38][N:58]=2)=[CH:53][CH:52]=1)([CH3:50])([CH3:48])[CH3:49]

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 178506495HCID 178506495, compound

Product 1

HCID 67376354HCID 67376354, 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)-4-tert-butyl-N-hydroxybenzimidamide for (Z)—N-hydroxy-4-(trifluoromethyl)benzimidamide. 1H NMR (300 MHz, CDCl3) δ ppm 7.99-7.91 (m, 2H), 7.51-7.46 (m, 2H), 7.42-7.27 (m, 9H), 6.95-6.89 (m, 1H), 4.89 (s, 2H), 3.55 (t, J=6.5, 2H), 2.88 (t, J=6.5, 2H), 1.36 (s, 9H); MS (DCI) m/z 452.2 (M+H)+.

Sources & evidence

ORD record
ord-8ac4efa3631545e890ddfd6ed79c10a7
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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