HCID 57841372, compound → 4-[{4-[(4-Butylphenyl)ethynyl]benzyl}(cyclohexylcarbonyl)amino]-2-hydroxybenzoic acid

HRID 733639Notes

Reaction equation

HRID 733639 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:41]=[CH:40][C:16]([CH2:17][N:18]([C:27]3[CH:28]=[CH:29][C:30]4[C:35](=[O:36])[O:34]C(C)(C)[O:32][C:31]=4[CH:39]=3)[C:19]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:20])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]>C1COCC1>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:41]=[CH:40][C:16]([CH2:17][N:18]([C:19]([CH:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)=[O:20])[C:27]3[CH:28]=[CH:29][C:30]([C:35]([OH:36])=[O:34])=[C:31]([OH:32])[CH:39]=3)=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 57841372HCID 57841372, compound

Product 1

HCID 117639564-[{4-[(4-Butylphenyl)ethynyl]benzyl}(cyclohexylcarbonyl)amino]-2-hydroxybenzoic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The titled compound was prepared following the procedure C using N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)cyclohexanecarboxamide in the presence of THF as a brown powder (78%). 1H NMR (CDCl3, 300 MHz) δ 10.64 (s, 1H), 7.85 (d, J=8.7 Hz, 1H), 7.41 (m, 4H), 7.14 (m, 4H), 6.68 (m, 1H), 6.52 (d, J=8.7 Hz, 1H), 4.87 (s, 2H), 2.60 (t, J=7.1 Hz, 2H), 2.25 (m, 1H), 1.80-1.50 (m, 8H), 1.41-0.95 (m, 6H), 0.91 (t, J=7.3 Hz, 3H). M− (ESI): 507.9. M+ (ESI): 510.0. HPLC, Rt: 5.92 min (Purity: 100%).

Sources & evidence

ORD record
ord-7103499e47a44945b07b43d35c8e2d24
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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