N'-Hydroxy-4-(trifluoromethyl)benzene-1-carboximidamide → HCID 67376601, compound

HRID 1667258Notes

Reaction equation

HRID 1667258 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](O)=[O:21].FC1C=CC(C2(C3C=CC(F)=CC=3)CCN(CC(O)=O)C2=O)=CC=1.O[NH:48]/[C:49](=[N:56]\[H])/[C:50]1[CH:55]=[CH:54][CH:53]=[N:52][CH:51]=1.ON/C(=N\[H])/C1C=CC(C(F)(F)F)=CC=1>>[C:7]1([C:6]2([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:5][CH2:4][N:3]([CH2:19][C:20]3[O:21][N:56]=[C:49]([C:50]4[CH:51]=[N:52][CH:53]=[CH:54][CH:55]=4)[N:48]=3)[C:2]2=[O:1])[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=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 178506506HCID 178506506, compound

Product 1

HCID 67376601HCID 67376601, 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)—N-hydroxynicotinimidamide for (Z)—N-hydroxy-4-(trifluoromethyl)benzimidamide. 1H NMR (300 MHz, CDCl3) δ ppm 9.23 (d, J=1.7, 1H), 8.76 (dd, J=1.7, 4.9, 1H), 8.27 (dt, J=1.9, 8.0, 1H), 7.50-7.25 (m, 11H), 4.91 (s, 2H), 3.59 (t, J=6.5, 2H), 2.90 (t, J=6.5, 2H); MS (DCI) m/z 397.1 (M+H)+.

Sources & evidence

ORD record
ord-d89bcc30b5884cb4a48b04f24c33716a
Source dataset
uspto-grants-2011_10
Patent number
US08044069B2

Reaction notes

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