Trifluoroacetic acid → HCID 131720331, compound

HRID 2294790Notes

Reaction equation

HRID 2294790 reaction equation
[OH:1][C:2]([C:4]([F:7])([F:6])[F:5])=[O:3].[C:8]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[CH:20]=[C:21]([CH:31]=[CH:32][CH:33]=2)[C:22]([NH:24][CH2:25][CH2:26][C:27]([O:29]C)=[O:28])=[O:23])=[CH:13][CH:12]=1)(=[NH:10])[NH2:9].[OH-].[Na+].C(O)(C(F)(F)F)=O>CO>[OH:3][C:2]([C:4]([F:7])([F:6])[F:5])=[O:1].[C:8]([C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]2[CH:20]=[C:21]([CH:31]=[CH:32][CH:33]=2)[C:22]([NH:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[O:23])=[CH:15][CH:16]=1)(=[NH:9])[NH2:10]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 131720332HCID 131720332, compound

Product 1

HCID 131720331HCID 131720331, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

XX (0.21 mmol, 100 mg) was dissolved in 2 mL methanol and 2 mL 1N NaOH and after 1 hour the solution was acidified with TFA to pH 3. Purification on reversed phase HPLC gave 85 mg (88%) product. ESI (M+H)+ : Calc. 342.2; Found 342.2.

Workup

  1. customPurification on reversed phase HPLC

Sources & evidence

ORD record
ord-96e84adb529247afb212b07fa74ce0a6
Source dataset
uspto-grants-1997_11
Patent number
US05691329

Reaction notes

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