Lithium Hydroxide → HCID 57811391, compound

HRID 2061777Notes

Reaction equation

HRID 2061777 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 withy 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 withy 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-2bc8b297aed24ade94645cfa84d7e717
Source dataset
uspto-grants-2012_10
Patent number
US08283369B2

Reaction notes

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