Lithium hydroxide, monohydrate → HCID 57841314, compound

HRID 733600Notes

Reaction equation

HRID 733600 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:30](=[O:38])[CH2:31][CH2:32][CH:33]3[CH2:37][CH2:36][CH2:35][CH2:34]3)[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].O[Li].O>O1CCOCC1>[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]([C:30](=[O:38])[CH2:31][CH2:32][CH:33]3[CH2:37][CH2:36][CH2:35][CH2:34]3)[C:19]3[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:28][CH:29]=3)=[CH:39][CH:40]=2)=[CH:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 57841322HCID 57841322, compound

Product 1

HCID 57841314HCID 57841314, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The titled compound was prepared following the procedure F using ethyl 4-[{4-[(4-butylphenyl)ethynyl]benzyl}(3-cyclopentylpropanoyl)amino]benzoate and LiOH.H2O in the presence of dioxane as a yellow powder (79%). 1H NMR (CDCl3, 300 MHz) δ 8.08 (m, 2H), 7.49-7.35 (m, 4H), 7.23-7.02 (m, 6H), 4.91 (br s, 2H), 2.66-2.53 (m, 2H), 2.18-2.05 (m, 2H), 1.70-1.20 (m, 13H), 1.30-0.82 (m, 5H). M− (ESI): 506.4; M+ (ESI): 508.4. HPLC, Rt: 5.67 min (Purity: 98.5%).

Sources & evidence

ORD record
ord-765d945780964cbbbe6e978b84b852e1
Source dataset
uspto-grants-2009_09
Patent number
US07589232B2

Reaction notes

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