Sodium Hydroxide → HCID 11375075, compound

HRID 733598Notes

Reaction equation

[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:38]=[CH:37][C:16]([CH2:17][N:18]([C:30](=[O:36])[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C:19]3[CH:29]=[CH:28][C:22]([C:23]([O:25]CC)=[O:24])=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]#[C:12][C:13]2[CH:38]=[CH:37][C:16]([CH2:17][N:18]([C:30](=[O:36])[CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])[C:19]3[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:28][CH:29]=3)=[CH:15][CH:14]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57841418HCID 57841418, compound

Product 1

HCID 11375075HCID 11375075, compound

Procedure

The titled compound was prepared following the procedure F using ethyl 4-[{4-[(4-butylphenyl)ethynyl]benzyl}(hexanoyl)amino]benzoate and NaOH 5M as a yellow powder (75%). 1H NMR (CDCl3, 300 MHz) δ 8.06 (d, J=8.7 Hz, 2H). 7.42 (s, 2H), 7.40 (s, 2H), 7.16 (s, 2H), 7.13 (s, 21), 4.91 (s, 2H), 2.61 (t, J=7.7 Hz, 2H), 2.09 (t, J=7.5 Hz, 2H), 1.68-1.52 (m, 5H), 1.42-1.29 (m, 2H), 1.27-1.11 (m, 5H), 0.91 (t, J=7.3 Hz, 3H), 0.82 (t, J=7.1 Hz, 3H). M− (ESI): 480.5; M+ (ESI): 482.4. HPLC, Rt: 5.76 min (Purity: 99%).

Sources & evidence

ORD record: ord-321d599dc09a4cbbb98cf6c191b8c1e6
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589232B2

Reaction notes

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