Trifluoroacetic acid → HCID 178436508, compound

HRID 1890333Notes

Reaction equation

HRID 1890333 reaction equation
C([O:8][C:9]1[N:14]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH3:23])=[CH:18][CH:17]=2)[C:12]([NH2:24])=[CH:11][CH:10]=1)C1C=CC=CC=1.[C:25](OC)(OC)(OC)[CH3:26].C(O)(C(F)(F)F)=O>C1COCC1>[CH2:22]([C:19]1[CH:18]=[CH:17][C:16]([N:15]2[C:13]3=[N:14][C:9]([OH:8])=[CH:10][CH:11]=[C:12]3[N:24]=[C:25]2[CH3:26])=[CH:21][CH:20]=1)[CH3:23]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 15050Trimethyl orthoacetateHCID 67312934HCID 67312934, compound

Product 1

HCID 178436508HCID 178436508, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6-(Benzyloxy)-N2-(4-ethylphenyl)pyridine-2,3-diamine (358 mg, 1.12 mmol) was dissolved in THF (1.0 mL). Trimethyl orthoacetate (1.0 mL) was added followed by TFA (10 μL). The mixture was stirred at room temperature overnight and concentrated in vacuo. The benzyl group was then removed as described in Example 1.98, Step B to give the title compound as a white solid (55.3 mg). LCMS m/z=254.3 [M+H]+.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe benzyl group was then removed

Sources & evidence

ORD record
ord-f3bbda525a1f42bc99e24f9254f90b02
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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