Sodium Hydroxide → HCID 57841407, compound

HRID 733587Notes

Reaction equation

HRID 733587 reaction equation
[CH:1]1([CH2:6][CH2:7][C:8]([N:10]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]#[C:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:24][CH:23]=2)[C:11]2[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=2)[C:14]([O:16]C)=[O:15])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([CH2:6][CH2:7][C:8]([N:10]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([C:28]#[C:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])=[CH:26][CH:27]=2)[C:11]2[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=2)[C:14]([OH:16])=[O:15])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57841344HCID 57841344, compound

Product 1

HCID 57841407HCID 57841407, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The titled compound was prepared following the procedure F using methyl 3-[(3-cyclopentylpropanoyl)(4-dec-1-yn-1-ylbenzyl)amino]benzoate and NaOH 5N aq in the presence of MeOH as a pale yellow oil (86%). 1H NMR (CDCl3, 300 MHz) δ 8.07 (d, J=7.5 Hz, 1H), 7.83 (s, 1H), 7.43 (m, 1H), 7.31 (d, J=7.9 Hz, 2H), 7.12 (m, 3H), 4.90 (s, 2H), 2.39 (t, J=7.0 Hz, 2H), 2.09 (m, 21H), 1.62-1.30 (m, 21H), 0.96 (m, 2H), 0.89 (t, J=6.6 Hz, 3H). M− (ESI): 486.6; M+ (ESI): 488.5. HPLC, Rt: 5.8 min (Purity: 100%).

Sources & evidence

ORD record
ord-f70e85a83baa47338e70f25abe4e5954
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

Loading…