Lithium Hydroxide → HCID 68673651, compound

HRID 643143Notes

Reaction equation

HRID 643143 reaction equation
[Li+].[OH-].[Cl:3][C:4]1[CH:5]=[C:6]([CH:34]=[C:35]([C:38]([F:41])([F:40])[F:39])[C:36]=1[OH:37])[CH2:7][C@@H:8]([CH2:13][C:14](=[O:33])[N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[CH2:27][CH2:26][C:25]3[CH:28]=[CH:29][CH:30]=[CH:31][C:24]=3[NH:23][C:22]2=[O:32])[CH2:17][CH2:16]1)[C:9]([O:11]C)=[O:10]>O.C1COCC1>[Cl:3][C:4]1[CH:5]=[C:6]([CH:34]=[C:35]([C:38]([F:41])([F:39])[F:40])[C:36]=1[OH:37])[CH2:7][C@@H:8]([CH2:13][C:14](=[O:33])[N:15]1[CH2:16][CH2:17][CH:18]([N:21]2[CH2:27][CH2:26][C:25]3[CH:28]=[CH:29][CH:30]=[CH:31][C:24]=3[NH:23][C:22]2=[O:32])[CH2:19][CH2:20]1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 69063874HCID 69063874, compound

Product 1

HCID 68673651HCID 68673651, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 115 mg (4.80 mmol) LiOH in 50 mL water was added to a solution of 1.80 g (3.17 mmol) methyl (S)-2-(3-chloro-4-hydroxy-5-trifluoromethyl-benzyl)-4-oxo-4-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-butanoate in 50 mL THF and the reaction mixture was stirred overnight at RT. The reaction solution was freed from the THF i.vac., diluted with 150 mL water, the aqueous phase was washed with 150 mL EtOAc, acidified with concentrated HCl, extracted with 150 mL EtOAc, the organic phase was separated off and dried over Na2SO4. After the desiccant and solvent had been eliminated the product was further reacted without purification.

Workup

  1. washthe aqueous phase was washed with 150 mL EtOAc
  2. extractionextracted with 150 mL EtOAc
  3. customthe organic phase was separated off
  4. dry with materialdried over Na2SO4
  5. customwas further reacted without purification

Sources & evidence

ORD record
ord-85898a5d97fc45a0970979b8b724efb2
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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