Trifluoroacetic acid → HCID 66584707, compound

HRID 589892Notes

Reaction equation

HRID 589892 reaction equation
[C:1]([C:4]1[C:5]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=2)=[C:6]([C:20]#[N:21])[N:7]2[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]=12)(=[O:3])[NH2:2].FC(F)(F)C(O)=O>ClCCl>[C:20]([C:6]1[N:7]2[CH2:12][CH2:11][NH:10][CH2:9][C:8]2=[C:4]([C:1]([NH2:2])=[O:3])[C:5]=1[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=1)#[N:21]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66585027HCID 66585027, compound

Product 1

HCID 66584707HCID 66584707, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.05 g (2.73 mmol) of tert-butyl 8-carbamoyl-6-cyano-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate in 10 ml of dichloromethane are added slowly 2.7 ml (27 mmol) of trifluoroacetic acid. After stirring for 1 hour at room temperature, the solvent is evaporated off under reduced pressure, the residue is taken up in water and the aqueous phase is basified by addition of aqueous ammonia. The solid formed is separated out by filtration and rinsed with water, to give 0.71 g of 6-cyano-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxamide in the form of a white powder after drying under reduced pressure.

Workup

  1. customthe solvent is evaporated off under reduced pressure
  2. additionthe aqueous phase is basified by addition of aqueous ammonia
  3. customThe solid formed
  4. customis separated out by filtration
  5. washrinsed with water

Sources & evidence

ORD record
ord-7219f0a8bff544b6aebaf3bce58bc269
Source dataset
uspto-grants-2016_01
Patent number
US09233965B2

Reaction notes

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