Trifluoroacetic acid → HCID 59843100, compound

HRID 1878709Notes

Reaction equation

HRID 1878709 reaction equation
[O:1]=[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:4][N:3]1[CH2:13][CH2:14][NH:15]C(=O)OC(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:15][CH2:14][CH2:13][N:3]1[CH:4]=[C:5]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:7][C:2]1=[O:1]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59843041HCID 59843041, compound

Product 1

HCID 59843100HCID 59843100, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
23 °C

Procedure

To a solution of tert-butyl 2-(2-oxo-5-(thiophen-2-yl)pyridin-1(2H)-yl)ethylcarbamate (125 mg, 390 μmol) in CH2Cl2 (1 mL) was added TFA (5 mL) and stirred for 30 min at 23° C. Solvents removed under reduced pressure and residue partioned between CH2Cl2 (10 mL) and 1M NaOH (5 mL). The organic layer was dried over MgSO4 and reduced to a brown oil under reduced pressure. MS (ESI pos. ion) m/z (MH+): 221 (MH+). Calc'd exact mass for C11H12N2OS: 220.

Workup

  1. customSolvents removed under reduced pressure and residue
  2. dry with materialThe organic layer was dried over MgSO4

Sources & evidence

ORD record
ord-dad77c5c9f244b06b9cd6e3a127c6301
Source dataset
uspto-grants-2012_11
Patent number
US08314087B2

Reaction notes

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