Trifluoroacetic acid → HCID 136072161, compound

HRID 2108767Notes

Reaction equation

HRID 2108767 reaction equation
FC(F)(F)C(O)=O.C(OC(=O)[NH:14][C:15]1[N:16]=[C:17]([C:20]2[C:28]3[C:23](=[N:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)[S:18][CH:19]=1)(C)(C)C.C([O-])(O)=O.[Na+]>C(Cl)Cl>[NH:22]1[C:23]2=[N:24][CH:25]=[CH:26][CH:27]=[C:28]2[C:20]([C:17]2[S:18][CH:19]=[C:15]([NH2:14])[N:16]=2)=[CH:21]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 136010275HCID 136010275, compound

Product 1

HCID 136072161HCID 136072161, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1 mL) was added to a stirred solution of [2-(1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-4-yl]-carbamic acid tert-butyl ester (0.1 g, 0.316 mmol) in CH2Cl2 (2 mL) and stirred at room temperature for 2 h. The solution was poured into ice/water and basified with saturated NaHCO3 and extracted with EtOAc (3×25 mL). The combined organic extracts were dried and concentrated to afford title compound as a pale green solid (0.058 g, 85%); Mass Spec.; MS 217 (M+1)

Workup

  1. extractionextracted with EtOAc (3×25 mL)
  2. customThe combined organic extracts were dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-b405bc489622488182633e3c8951c92f
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

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