HCID 67458877, compound → HCID 67461149, compound

HRID 554867Notes

Reaction equation

HRID 554867 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[O:20][CH3:21])[CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[Br:19][C:16]1[CH:17]=[CH:18][C:13]([O:12][CH:10]2[CH2:11][NH:8][CH2:9]2)=[C:14]([O:20][CH3:21])[CH:15]=1

Participants

4

Reactant 1

HCID 67458877HCID 67458877, compound

Product 1

HCID 67461149HCID 67461149, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

Dissolve 3-(4-bromo-2-methoxy-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester (2.9 g, 8.10 mmol) in dichloromethane (45 mL) and slowly add trifluoroacetic acid (15 mL). Stir the mixture for one hour and then evaporate. Apply the residue to two 10 g SCX columns with methanol. Wash the columns with methanol, then elute the material using 2N ammonia/methanol. Concentrate to give 2.09 g (88%) of the title compound as a clear oil.

Workup

  1. customevaporate
  2. washWash the columns with methanol
  3. washelute the material
  4. concentrationConcentrate

Sources & evidence

ORD record
ord-fcd7ff7291d4440ca44e65d3f8906ba4
Source dataset
uspto-grants-2011_11
Patent number
US08049013B2

Reaction notes

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