Trifluoroacetic acid → HCID 66187024, compound

HRID 1775334Notes

Reaction equation

HRID 1775334 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][CH:9]2[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH:11]1[CH2:10][CH:9]([NH:8][C:4]2[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][N:5]=2)[CH2:12]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131734735HCID 131734735, compound

Product 1

HCID 66187024HCID 66187024, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 3-[(4-methyl-2-pyridyl)amino]azetidine-1-carboxylate (120 mg, 0.456 mmol) was dissolved in DCM (10 ml) under nitrogen. Trifluoroacetic acid (0.843 ml, 11.4 mmol) was added and the mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure, the residue was dissolved in methanol and passed through a SCX column. The product was eluted by 2M ammonia in methanol, the solution was evaporated to dryness and the residue was used directly in the next step. MS (ESI) m/z=164.1 [M+1]+.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in methanol
  3. washThe product was eluted by 2M ammonia in methanol
  4. customthe solution was evaporated to dryness

Sources & evidence

ORD record
ord-be8410d4b808463091436890eddc2f8e
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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