Water → HCID 58370311, compound

HRID 2062096Notes

Reaction equation

HRID 2062096 reaction equation
C[O:2][C:3](=[O:28])[C:4]([NH:7][C:8]([C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]=1[C:20]#[C:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:9])([CH3:6])[CH3:5].O.O[Li].O>CO>[C:22]1([C:21]#[C:20][C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:18]=[CH:19][C:10]=2[C:8]([NH:7][C:4]([CH3:6])([CH3:5])[C:3]([OH:28])=[O:2])=[O:9])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 66701096HCID 66701096, compound

Product 1

HCID 58370311HCID 58370311, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8 mg 2-{[1-(phenylethynyl)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid methyl ester were dissolved in 3 ml of MeOH and 1 ml of water was added. After addition of 1.95 mg of LiOH.H2O the reaction was stirred at room temperature for 14 h. Filtration of the crude mixture, RP-HPLC and freeze-drying gave 6.8 mg of 2-{[1-(phenylethynyl)-naphthalene-2-carbonyl]-amino}-2-methyl-propionic acid (89%).

Workup

  1. filtrationFiltration of the crude mixture, RP-HPLC
  2. customfreeze-drying

Sources & evidence

ORD record
ord-194613277361409ab7814a8e1a982ec8
Source dataset
uspto-grants-2012_10
Patent number
US08283479B2

Reaction notes

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