Trifluoroacetic acid → HCID 90407278, compound

HRID 510233Notes

Reaction equation

HRID 510233 reaction equation
[N:1]1[N:2]=[CH:3][N:4]([C:6]2[C:7]3[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][C:8]=3[N:9]=[CH:10][N:11]=2)[CH:5]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:1]1[N:2]=[CH:3][N:4]([C:6]2[C:7]3[CH2:15][CH2:14][NH:13][CH2:12][C:8]=3[N:9]=[CH:10][N:11]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90407288HCID 90407288, compound

Product 1

HCID 90407278HCID 90407278, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the product of Example 109 step a (574 mg, 1.9 mmol) in DCM (9.5 mL) was added TFA (3.8 mL). After stirring 2 h the reaction was concentrated in vacuo. The residue was redissolved in DCM and treated with Dowex 550A resin to neutralize the TFA salt. The resin was removed by filtration and concentration afforded a yellow solid (347 mg, 90%). This material was used without further purification. MS (ESI) mass calcd. C9H10N6, 202.2. m/z found 203.1 [M+H]+.

Workup

  1. concentrationwas concentrated in vacuo
  2. dissolutionThe residue was redissolved in DCM
  3. additiontreated with Dowex 550A resin
  4. customThe resin was removed by filtration and concentration

Sources & evidence

ORD record
ord-1c44c1d4bd26472995b52f57dc6095bb
Source dataset
uspto-grants-2015_08
Patent number
US09096596B2

Reaction notes

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