Lithium Hydroxide → HCID 131721704, compound

HRID 378162Notes

Reaction equation

HRID 378162 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[N:8]1[CH2:9][CH2:10][CH2:11][C:12]=1[NH:13][C:14]1[CH:15]=[C:16]([C:20]([NH:22][CH2:23][C:24]([NH:26][CH:27]([C:34]2[CH:39]=[C:38]([Cl:40])[CH:37]=[C:36]([Cl:41])[CH:35]=2)[CH2:28][C:29]([O:31]CC)=[O:30])=[O:25])=[O:21])[CH:17]=[CH:18][CH:19]=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].[N:8]1[CH2:9][CH2:10][CH2:11][C:12]=1[NH:13][C:14]1[CH:15]=[C:16]([C:20]([NH:22][CH2:23][C:24]([NH:26][CH:27]([C:34]2[CH:39]=[C:38]([Cl:40])[CH:37]=[C:36]([Cl:41])[CH:35]=2)[CH2:28][C:29]([OH:31])=[O:30])=[O:25])=[O:21])[CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 6422Trifluoroacetic acidHCID 131721705HCID 131721705, compound

Product 1

HCID 131721704HCID 131721704, compoundYield 6.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To the product from Example 202 (1.27 g, 0.002 mole) in H2O (15 mL) and CH3CN (15 mL) was added LiOH (345 mg, 0.0082 mole). The reaction mixture was stirred at room temperature for 1.5 hours. The pH was lowered to 2.7 with TFA and the product was isolated by RPHPLC to yield the title compound (80 mg after lyophilization) as a white solid. MS and NMR were consistent with the desired structure.

Workup

  1. customthe product was isolated by RPHPLC

Sources & evidence

ORD record
ord-8eed62cc1f3a425cb97d13bfbabe8593
Source dataset
uspto-grants-2000_02
Patent number
US06028223

Reaction notes

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