HCID 57841362, compound → HCID 11193301, compound

HRID 733641Notes

Reaction equation

HRID 733641 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]([C:26]3[CH:27]=[CH:28][C:29]4[C:34](=[O:35])[O:33]C(C)(C)[O:31][C:30]=4[CH:38]=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]>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]([C:19](=[O:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:26]3[CH:27]=[CH:28][C:29]([C:34]([OH:35])=[O:33])=[C:30]([OH:31])[CH:38]=3)=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 57841362HCID 57841362, compound

Product 1

HCID 11193301HCID 11193301, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

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-7-yl)hexanamide in the presence of THF as a pale yellow powder (81%). 1H NMR (CDCl3, 300 MHz) δ 10.62 (s, 1H), 7.86 (d, J=8.3 Hz, 1H), 7.41 (m, 4H), 7.15 (m, 4H), 6.69 (m, 1H), 6.55 (m, 0.5H), 6.53 (m, 0.5H), 4.90 (s, 2H), 2.60 (t, J=7.6 Hz, 2H), 2.17 (t, J=7.6 Hz, 2H), 1.68-1.52 (m, 4H), 1.40-1.28 (m, 2H), 1.27-1.13 (m, 4H), 0.93 (t, J=7.3 Hz, 3H), 0.91 (t, J=6.8 Hz, 3H). M− (ESI): 496.7; M1(ESI): 498.1. HPLC, Rt: 5.92 min (Purity: 97.5%).

Sources & evidence

ORD record
ord-9488a89ed184414b8d0830179a9dca6e
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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