Water → HCID 58370178, compound

HRID 2075530Notes

Reaction equation

HRID 2075530 reaction equation
C[O:2][C:3](=[O:29])[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/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)=[O:9])([CH3:6])[CH3:5].O.O[Li].O>CO>[Cl:28][C:25]1[CH:24]=[CH:23][C:22](/[CH:21]=[CH: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:29])=[O:2])=[O:9])=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 66701212HCID 66701212, compound

Product 1

HCID 58370178HCID 58370178, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

38 mg 2-({1-[(E)-2-(4-chloro-phenyl)-vinyl]-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 5 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 35 mg of 2-({1-[(E)-2-(4-Chloro-phenyl)-vinyl]-naphthalene-2-carbonyl}-amino)-2-methyl-propionic acid (96%).

Workup

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

Sources & evidence

ORD record
ord-6b4cf28878f5481c8c4d50899b4ea64e
Source dataset
uspto-grants-2011_04
Patent number
US07919628B2

Reaction notes

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