Potassium Carbonate → HCID 86696497, compound

HRID 870789Notes

Reaction equation

HRID 870789 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]([O:11][C:12](=[O:33])[N:13]([CH2:23][CH2:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([Br:32])[CH:27]=1)[CH2:14][CH2:15][NH:16]C(=O)C(F)(F)F)([CH3:10])([CH3:9])[CH3:8]>CO>[C:7]([O:11][C:12](=[O:33])[N:13]([CH2:14][CH2:15][NH2:16])[CH2:23][CH2:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([Br:32])[CH:27]=1)([CH3:8])([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86696496HCID 86696496, compound

Product 1

HCID 86696497HCID 86696497, compoundYield 102.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

Potassium carbonate [584-08-7] (35.8 g, 259.2 mmol) was added to a solution of [2-(3-bromo-phenoxy)-ethyl]-[2-(2,2,2-trifluoro-acetylamino)-ethyl]-carbamic acid tert-butyl ester (4.7 g, 10.3 mmol) in 10% (v/v) aqueous methanol (200 mL) and stirred at 50° C. for 5 h. The reaction mixture was filtered, the filtrate evaporated to dryness, dissolved in ethyl acetate, washed with brine, dried (CaSO4) and evaporated to yield 3.8 g of (2-amino-ethyl)-[2-(3-bromo-phenoxy)-ethyl]-carbamic acid tert-butyl ester as a clear yellow oil. LRMS (ESI) m/z 359.1/361.1 [(M+H)]+, calc'd for C15H23BrN2O3: 359.27.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated to dryness
  3. dissolutiondissolved in ethyl acetate
  4. washwashed with brine
  5. dry with materialdried (CaSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-bca69619b30b49d3bb27e4e0f211d82a
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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