Sodium Hydroxide → HCID 16040642, compound

HRID 733573Notes

Reaction equation

HRID 733573 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:40]=[CH:39][C:16]([CH2:17][N:18]([CH2:26][C:27]3[CH:38]=[CH:37][C:30]([O:31][CH2:32][C:33]([O:35]C)=[O:34])=[CH:29][CH:28]=3)[C:19](=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CO.C1COCC1>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:40]=[CH:39][C:16]([CH2:17][N:18]([CH2:26][C:27]3[CH:38]=[CH:37][C:30]([O:31][CH2:32][C:33]([OH:35])=[O:34])=[CH:29][CH:28]=3)[C:19](=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86612442HCID 86612442, compound

Product 1

HCID 16040642HCID 16040642, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

The titled compound was prepared following the procedure F using methyl (4-{[{4-[(4-butylphenyl)ethynyl]benzyl}(hexanoyl)amino]methyl}phenoxy)acetate and NaOH 1 N in the presence of MeOH/THF as a colorless oil (86%). 1H NMR (MeOD, 300 MHz) δ 7.39-7.47 (m, 4H), 7.10-7.20 (m, 6H), 6.91 (m, 2H), 4.65 (s, 1H), 4.64 (s, 1H), 4.54 (m, 4H), 2.63 (t, J=7.6 Hz, 2H), 2.45 (m, 2H), 1.62 (m, 4H), 1.23-1.40 (m, 6H), 0.90-0.97 (m, 6H), M− (ESI): 524.4; M+ (ESI): 526.4. HPLC, Rt: 5.47 min (Purity: 98.7%).

Sources & evidence

ORD record
ord-76d8ca3825ba44c497401e825aeb6a36
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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