Lithium Hydroxide → HCID 178493449, compound

HRID 378161Notes

Reaction equation

HRID 378161 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][N:9]=[CH:10][NH:11][C:12]1[CH:13]=[C:14]([C:18]([NH:20][CH2:21][C:22]([NH:24][CH:25]([C:32]2[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=[C:34]([O:40][CH3:41])[CH:33]=2)[CH2:26][C:27]([O:29]CC)=[O:28])=[O:23])=[O:19])[CH:15]=[CH:16][CH:17]=1.[Li+].[OH-].C(O)(C(F)(F)F)=O>O.CC#N>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:8][N:9]=[CH:10][NH:11][C:12]1[CH:13]=[C:14]([C:18]([NH:20][CH2:21][C:22]([NH:24][CH:25]([C:32]2[CH:33]=[C:34]([O:40][CH3:41])[CH:35]=[C:36]([O:38][CH3:39])[CH:37]=2)[CH2:26][C:27]([OH:29])=[O:28])=[O:23])=[O:19])[CH:15]=[CH:16][CH:17]=1

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 6422Trifluoroacetic acidHCID 178472107HCID 178472107, compound

Product 1

HCID 178493449HCID 178493449, compoundYield 858.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To the product from Example 194 (800 mg, 0.00014 mole) in H2O (20 mL) and CH3CN (8 mL) was added LiOH (230 mg, 0.0055 mole). The reaction mixture was stirred at room temperature for 1.5 hours. The pH was lowered to ~3 with TFA and the product was isolated by RPHPLC to yield the title compound (670 mg after lyophilization) as a white solid.

Workup

  1. customthe product was isolated by RPHPLC

Sources & evidence

ORD record
ord-c6c35500358f40be92df3e9f8f644afa
Source dataset
uspto-grants-2000_02
Patent number
US06028223

Reaction notes

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