Lithium Hydroxide → HCID 57811391, compound

HRID 885604Notes

Reaction equation

HRID 885604 reaction equation
[OH-].[Li+].[Br:3][C:4]1[N:5]([C:26]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:29]([CH:36]3[CH2:38][CH2:37]3)=[CH:28][CH:27]=2)[C:6]([S:9][CH2:10][C:11]([NH:13][CH:14]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:15]([O:17]C)=[O:16])=[O:12])=[N:7][N:8]=1>C1COCC1.O>[Br:3][C:4]1[N:5]([C:26]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:29]([CH:36]3[CH2:38][CH2:37]3)=[CH:28][CH:27]=2)[C:6]([S:9][CH2:10][C:11]([NH:13][CH:14]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:15]([OH:17])=[O:16])=[O:12])=[N:7][N:8]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57811389HCID 57811389, compound

Product 1

HCID 57811391HCID 57811391, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Aqueous lithium hydroxide solution (1M, 0.8 mL, 0.8 mmol) is added to a solution of methyl 2-(2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetamido)-3-phenylpropanoate (0.4 mmol) in 3:1, THF/H2O (1.6 mL) and the mixture stirred for 18 h at room temperature. The crude reaction mixture is concentrated and acidified with aqueous HCL (1M, 1.2 mL) and then is extracted with ethyl acetate (3×3 mL). The combined organic extracts are dried (sodium sulfate), filtered and concentrated to provide the desired product.

Workup

  1. customThe crude reaction mixture
  2. concentrationis concentrated
  3. extractionis extracted with ethyl acetate (3×3 mL)
  4. dry with materialThe combined organic extracts are dried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-31e3c3497f104febb31b0c43e5a9376d
Source dataset
uspto-grants-2012_08
Patent number
US08242154B2

Reaction notes

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