Trifluoroacetic acid → HCID 90032751, compound

HRID 2200099Notes

Reaction equation

HRID 2200099 reaction equation
[CH:1]1([C:4]([N:6]([C:14]2[CH:19]=[C:18]([O:20][C:21]3[C:26]([CH3:27])=[CH:25][C:24]([N+:28]([O-:30])=[O:29])=[CH:23][N:22]=3)[CH:17]=[CH:16][N:15]=2)C(=O)OC(C)(C)C)=[O:5])[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:27][C:26]1[C:21]([O:20][C:18]2[CH:17]=[CH:16][N:15]=[C:14]([NH:6][C:4]([CH:1]3[CH2:3][CH2:2]3)=[O:5])[CH:19]=2)=[N:22][CH:23]=[C:24]([N+:28]([O-:30])=[O:29])[CH:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 118223432HCID 118223432, compound

Product 1

HCID 90032751HCID 90032751, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add tert-butyl N-(cyclopropanecarbonyl)-N-[4-[(3-methyl-5-nitro-2-pyridyl)oxy]-2-pyridyl]carbamate (350 mg, 0.84 mmol) in DCM (10 mL), add trifluoroacetic acid (2 mL). Stir the reaction at room temperature for 2 hrs. Concentrate to give the crude product. Purification by chromatography (silica gel, EtOAc:PE=1:3) affords the title compound (260 mg, 98%). MS: (M+1): 315.

Workup

  1. customthe reaction at room temperature for 2 hrs
  2. concentrationConcentrate
  3. customto give the crude product
  4. customPurification by chromatography (silica gel, EtOAc:PE=1:3)

Sources & evidence

ORD record
ord-d94d81e0e9df43fcae27fe648b924b96
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

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