Sodium Hydroxide → HCID 11215259, compound

HRID 733577Notes

Reaction equation

HRID 733577 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:44]=[CH:43][C:16]([CH2:17][N:18]([CH2:30][C:31]3[CH:42]=[CH:41][C:34]([O:35][CH2:36][C:37]([O:39]C)=[O:38])=[CH:33][CH:32]=3)[C:19]([C:21]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[NH:23][N:22]=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:14]=[CH:15][C:16]([CH2:17][N:18]([CH2:30][C:31]3[CH:32]=[CH:33][C:34]([O:35][CH2:36][C:37]([OH:39])=[O:38])=[CH:41][CH:42]=3)[C:19]([C:21]3[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[NH:23][N:22]=3)=[O:20])=[CH:43][CH:44]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841347HCID 57841347, compound

Product 1

HCID 11215259HCID 11215259, 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}(1H-indazol-3-ylcarbonyl)amino]methyl}phenoxy)acetate and NaOH 1N in the presence of MeOH/THF, as a yellow oil (75%). 1H NMR (MeOD, 300 MHz) δ 8.09 (m, 1H), 7.17-7.64 (m, 13H), 6.90 (m, 2H), 5.07 (s, 1H), 5.02 (s, 1H), 4.67 (m, 4H), 2.62 (t, J=7.6 Hz, 2H), 1.61 (m, 2H), 1.35 (m, 2H), 0.95 (t, J=7.3 Hz, 3H). M− (ESI): 570.3; M+ (ESI): 572.3. HPLC, Rt: 5.16 min (Purity: 94.1%).

Sources & evidence

ORD record
ord-525dadd97143487496d07fe21b15d358
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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