Lithium Hydroxide → HCID 68673651, compound

HRID 2116697Notes

Reaction equation

HRID 2116697 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[C:33]([C:36]([F:39])([F:38])[F:37])[C:34]=1[OH:35])[CH2:5][C@@H:6]([CH2:11][C:12](=[O:31])[N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:25][CH2:24][C:23]3[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=3[NH:21][C:20]2=[O:30])[CH2:15][CH2:14]1)[C:7]([O:9]C)=[O:8].[OH-].[Li+]>C1COCC1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[C:33]([C:36]([F:39])([F:37])[F:38])[C:34]=1[OH:35])[CH2:5][C@@H:6]([CH2:11][C:12](=[O:31])[N:13]1[CH2:14][CH2:15][CH:16]([N:19]2[CH2:25][CH2:24][C:23]3[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=3[NH:21][C:20]2=[O:30])[CH2:17][CH2:18]1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 69063874HCID 69063874, compound

Product 1

HCID 68673651HCID 68673651, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.8 g methyl (S)-2-(3-chloro-4-hydroxy-5-trifluoromethyl-benzyl)-4-oxo-4-[4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidin-1-yl]-butanoate dissolved in 50 ml THF was combined with a solution of 115.2 mg (4.8 mmol) lithium hydroxide in 50 ml of water and stirred overnight at RT. The reaction mixture was evaporated down under reduced pressure, combined with 150 ml of water and washed with 150 ml EtOAc. The aqueous phase was acidified with conc. hydrochloric acid and extracted with 150 ml EtOAc. The organic phase was separated off, dried and evaporated down under reduced pressure.

Workup

  1. customThe reaction mixture was evaporated down under reduced pressure
  2. washwashed with 150 ml EtOAc
  3. extractionextracted with 150 ml EtOAc
  4. customThe organic phase was separated off
  5. customdried
  6. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-f58fba933d6349d5820dcef01cb3fc6b
Source dataset
uspto-grants-2008_10
Patent number
US07439237B2

Reaction notes

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