Lithium hydroxide, monohydrate → HCID 69309486, compound

HRID 925076Notes

Reaction equation

HRID 925076 reaction equation
[CH3:1][CH:2]([C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[C:18]([O:20]C)=[O:19])[CH2:3][C:4]1[C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[C:7](=[O:14])[NH:6][N:5]=1.O[Li].O>O1CCCC1.O>[CH3:1][CH:2]([C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[C:18]([OH:20])=[O:19])[CH2:3][C:4]1[C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[C:7](=[O:14])[NH:6][N:5]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69308565HCID 69308565, compound

Product 1

HCID 69309486HCID 69309486, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of EXAMPLE 266 (50 mg, 0.16 mmol) in tetrahydrofuran (10 ml) was treated with a solution of LiOH.H2O (100 mg, 4 mmol) in water (4 ml) at 50° C. overnight. The mixture was concentrated, and the residue was purified by HPLC (Zorbax® C-18 ODS packing material [Agilent Technologies, Santa Clara, Calif.], 0.1% trifluoroacetic acid/CH3CN/H2O) to provide the title compound. MS (DCI/NH3) m/z 313 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by HPLC (Zorbax® C-18 ODS packing material [Agilent Technologies, Santa Clara, Calif.], 0.1% trifluoroacetic acid/CH3CN/H2O)

Sources & evidence

ORD record
ord-3b555c208f874ef4a98afde06b4d1017
Source dataset
uspto-grants-2016_03
Patent number
US09283222B2

Reaction notes

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