Sodium Hydroxide → HCID 16040641, compound

HRID 733564Notes

Reaction equation

HRID 733564 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]([C:30]3[CH:42]=[CH:41][C:33]4[O:34]C(C)(C)[O:36][C:37](=[O:38])[C:32]=4[CH:31]=3)[C:19]([C:21]3[S:22][C:23]4[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=4[CH:25]=3)=[O:20])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>CCO>[S:22]1[C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[CH:25]=[C:21]1[C:19]([N:18]([CH2:17][C:16]1[CH:43]=[CH:44][C:13]([C:12]#[C:11][C:8]2[CH:7]=[CH:6][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[CH:10][CH:9]=2)=[CH:14][CH:15]=1)[C:30]1[CH:42]=[CH:41][C:33]([OH:34])=[C:32]([CH:31]=1)[C:37]([OH:38])=[O:36])=[O:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841380HCID 57841380, compound

Product 1

HCID 16040641HCID 16040641, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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-6-yl)-1-benzothiophene-2-carboxamide and NaOH 5M aq. in the presence of EtOH as a beige powder (37%). 1H NMR (CDCl3/MeOD 35:1, 300 MHz) δ 7.67 (m, 3H), 7.45-7.24 (m, 9H) 7.11 (m, 3H), 6.91 (d, J=9 Hz, 1H) 5.05 (s, 2H), 2.61 (t, J=7.5 Hz, 2H), 1.58 (m, 2H), 1.34 (m, 2H), 0.91 (t, J=7.2 Hz, 3H). M− (ESI): 558.3; M+ (ESI): 560.1 HPLC, Rt: 5.62 min (Purity: 99.2%).

Sources & evidence

ORD record
ord-d7184fc82a724ffaad2d6ad983e1d9d3
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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