Trifluoroacetic acid → HCID 10204463, compound

HRID 2223104Notes

Reaction equation

HRID 2223104 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:39])[NH:15][CH2:16][C:17]([C:20]2[O:21][C:22]([C:33]3[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=3)=[C:23]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[C:27]([OH:32])[CH:26]=3)[CH:24]=2)([CH3:19])[CH3:18])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:31][C:28]1[CH:29]=[CH:30][C:25]([C:23]2[CH:24]=[C:20]([C:17]([CH3:18])([CH3:19])[CH2:16][NH:15][C:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[O:39])[O:21][C:22]=2[C:33]2[CH:34]=[CH:35][N:36]=[CH:37][CH:38]=2)=[CH:26][C:27]=1[OH:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69139022HCID 69139022, compound

Product 1

HCID 10204463HCID 10204463, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the product of Example 12 Step 1 (110 mg, 0.19 mmol) in dichloromethane (5 ml) was treated with trifluoroacetic acid (1 ml). After stirring for 2 h, the mixture was concentrated, re-dissolved in dichloromethane and washed with saturated aqueous sodium hydrogen carbonate solution. The organic solution was dried and concentrated in vacuo to yield the title compound (80 mg, 93%); MS (ES+) m/e 454, 456 [M+H]+.

Workup

  1. concentrationthe mixture was concentrated
  2. dissolutionre-dissolved in dichloromethane
  3. washwashed with saturated aqueous sodium hydrogen carbonate solution
  4. customThe organic solution was dried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-282ededf58b14e83b71a1feadc2318df
Source dataset
uspto-grants-2008_05
Patent number
US07375105B2

Reaction notes

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