Trifluoroacetic acid → HCID 67439868, compound

HRID 1664158Notes

Reaction equation

HRID 1664158 reaction equation
[C:1]([C:3]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:4]=1[CH2:5][NH:6]C(=O)OC(C)(C)C)#[N:2].[F:19][C:20]([F:25])([F:24])[C:21]([OH:23])=[O:22]>C(Cl)(Cl)Cl>[F:19][C:20]([F:25])([F:24])[C:21]([OH:23])=[O:22].[NH2:6][CH2:5][C:4]1[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:3]=1[C:1]#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58777398tert-Butyl 2-cyano-4-fluorobenzylcarbamate

Product 1

HCID 67439868HCID 67439868, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A round-bottom flask was charged with tert-butyl 2-cyano-4-fluorobenzylcarbamate, (1.9 g, 7.591 mmol) then treated with trifluoroacetic acid (20 ml) at room temperature. After 1 h, the reaction mixture was concentrated to give a yellow oil which was dissolved in CHCl3 and re-concentrated to afford the title compound (2.01 g, 100% yield) as a pale yellow solid. LCMS (M+H) calcd for C8H8FN2: 151.07; found: 151.08.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. customto give a yellow oil which
  3. concentrationre-concentrated

Sources & evidence

ORD record
ord-c0ea413f1ff94127ad3bfb7a3e66c1eb
Source dataset
uspto-grants-2011_10
Patent number
US08039458B2

Reaction notes

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