Sodium Hydroxide → HCID 178440832, compound

HRID 733581Notes

Reaction equation

HRID 733581 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:42]=[CH:41][C:16]([CH2:17][N:18]([CH2:28][C:29]3[CH:40]=[CH:39][C:32]([O:33][CH2:34][C:35]([O:37]C)=[O:36])=[CH:31][CH:30]=3)[C:19]([C:21]3[CH:22]=[N:23][C:24]([OH:27])=[CH:25][CH:26]=3)=[O:20])=[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:42]=[CH:41][C:16]([CH2:17][N:18]([CH2:28][C:29]3[CH:30]=[CH:31][C:32]([O:33][CH2:34][C:35]([OH:37])=[O:36])=[CH:39][CH:40]=3)[C:19]([C:21]3[CH:22]=[N:23][C:24]([OH:27])=[CH:25][CH:26]=3)=[O:20])=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178440833HCID 178440833, compound

Product 1

HCID 178440832HCID 178440832, 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}[(6-hydroxypyridin-3-yl)carbonyl]amino}methyl)phenoxy]acetate and NaOH 1N in the presence of MeOH/THF as a white powder (47%). 1H NMR (DMSO-d6, 300 MHz) δ 7.57-7.43 (m, 6H), 7.26-7.09 (m, 6H), 6.89 (d, J=8.7 Hz, 2H), 6.33 (d, J=9.4 Hz, 1H), 4.65 (s, 2H), 4.52 (2H), 4.48 (s, 2H), 2.60 (t, J=7.5 Hz, 2H), 1.55 (m, 2H), 1.30 (m, 2H), 0.89 (t, J=7.3 Hz, 3H). M− (ESI): 547.3; M+ (ESI): 549.4. HPLC, Rt: 4.48 min (Purity: 76.9%).

Sources & evidence

ORD record
ord-1d1e181ed771437eb54f860011e1ac9d
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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