Trifluoroacetic acid → HCID 63317696, compound

HRID 2421931Notes

Reaction equation

HRID 2421931 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]([CH2:8][CH2:9][NH:10]C(=O)OC(C)(C)C)=[N:6][CH:7]=1.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>ClCCl>[Br:1][C:2]1[CH:3]=[N:4][C:5]([CH2:8][CH2:9][NH2:10])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 86629202HCID 86629202, compound

Product 1

HCID 63317696HCID 63317696, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a clear pale yellow mixture of the tert-butyl [2-(5-bromopyrimidin-2-yl)ethyl]carbamate (0.22 g, 0.7 mmol) in dichloromethane (2 ml) was added trifluoroacetic acid (10 equivs) and the mixture was left to stir at room temperature for 7 hrs and left to stand overnight. Saturated sodium bicarbonate solution was added until the effervescence stopped (to give a basic medium). The organic phase was collected, dried over MgSO4, and evaporated in vacuo after filtration, to yield to 0.12 g of 2-(5-bromopyrimidin-2-yl)ethanamine (80%) which is used directly without purification.

Workup

  1. waitthe mixture was left
  2. waitleft
  3. waitto stand overnight
  4. customto give a basic medium)
  5. customThe organic phase was collected
  6. dry with materialdried over MgSO4
  7. customevaporated in vacuo
  8. filtrationafter filtration

Sources & evidence

ORD record
ord-33d82b13775c41ab80f35d2b18deea5e
Source dataset
uspto-grants-2011_06
Patent number
US07960391B2

Reaction notes

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