Trifluoroacetic acid → HCID 57635680, compound

HRID 535971Notes

Reaction equation

HRID 535971 reaction equation
[C:1]1([C:7]2[N:11]3[CH2:12][CH2:13][CH2:14][N:15](C(OC(C)(C)C)=O)[CH2:16][C:10]3=[C:9]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:1]1([C:7]2[N:11]3[CH2:12][CH2:13][CH2:14][NH:15][CH2:16][C:10]3=[C:9]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57635142HCID 57635142, compound

Product 1

HCID 57635680HCID 57635680, compoundYield 141.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Intermediate 39A (1.22 g, 3.17 mmol) was dissolved in DCM (10 mL) and TFA (5 mL) was added. The resulting mixture was stirred for 2 hours. The mixture was concentrated, toluene was added and the mixture was concentrated again and dried under vacuum to give 1.28 g of intermediate 64A which was used in the next step without purification. LCMS (+ESI) m/z 286.1 [M+H]+

Workup

  1. concentrationThe mixture was concentrated
  2. additiontoluene was added
  3. concentrationthe mixture was concentrated again
  4. customdried under vacuum

Sources & evidence

ORD record
ord-9c32062a693b4caa9953a90b2171772b
Source dataset
uspto-grants-2014_10
Patent number
US08859538B2

Reaction notes

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