Sodium Hydroxide → HCID 11398066, compound

HRID 733579Notes

Reaction equation

HRID 733579 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:39]=[CH:38][C:16]([CH2:17][N:18]([CH2:25][C:26]3[CH:37]=[CH:36][C:29]([O:30][CH2:31][C:32]([O:34]C)=[O:33])=[CH:28][CH:27]=3)[C:19](=[O:24])[CH2:20][CH2:21][C:22]#[CH:23])=[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:14]=[CH:15][C:16]([CH2:17][N:18]([CH2:25][C:26]3[CH:37]=[CH:36][C:29]([O:30][CH2:31][C:32]([OH:34])=[O:33])=[CH:28][CH:27]=3)[C:19](=[O:24])[CH2:20][CH2:21][C:22]#[CH:23])=[CH:38][CH:39]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86612443HCID 86612443, compound

Product 1

HCID 11398066HCID 11398066, 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}(pent-4-ynoyl)amino]methyl}phenoxy)acetate and NaOH 1N in the presence of MeOH/THF as a yellow oil (87%). 1H NMR (DMSO-d6, 300 MHz) δ 7.49 (m, 4H), 7.25-7.11 (m, 6H), 6.87 (m, 2H), 4.65 (s, 1H), 4.64 (s, 1H), 4.54 (s, 1H), 4.50 (s, 1H), 4.46 (s, 1H), 4.44 (s, 1H) 2.77-2.42 (m, 7H), 1.55 (m, 2H), 1.30 (m, 2H), 0.89 (t, J=7.3 Hz, 3H). M− (ESI): 506.4; M+ (ESI): 508.4. HPLC, Rt: 5.05 min (Purity: 99.1%).

Sources & evidence

ORD record
ord-229d59af36c044e5ae16294ac76387df
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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