Trifluoroacetic acid → HCID 67116508, compound

HRID 1193080Notes

Reaction equation

HRID 1193080 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15]3)[CH2:10]2)[N:4]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:25][C:2]([F:1])([F:24])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][NH:14][CH2:15]3)[CH2:10]2)[N:4]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67117259HCID 67117259, compound

Product 1

HCID 67116508HCID 67116508, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To (1R,6S)-tert-butyl 8-(4-(trifluoromethyl)pyrimidin-2-yl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate (185 mg, 0.5 mmol) in DCM (3 mL) was added TFA (3 mL). After 3 h, the reaction was concentrated, neutralized with 5% Na2CO3 (aq) and extracted with DCM (3×). The combined organics were dried (Na2SO4) and concentrated to give the title compound that was used without further purification. MS (ESI) mass calcd. For C11H13F3N4, 258.2; m/z found 259.1 [M+H]+

Workup

  1. concentrationthe reaction was concentrated
  2. extractionextracted with DCM (3×)
  3. dry with materialThe combined organics were dried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4aac65d3c5c64f2cb82337414783744f
Source dataset
uspto-grants-2014_03
Patent number
US08680275B2

Reaction notes

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