HCID 86721287, compound → HCID 86721288, compound

HRID 1750447Notes

Reaction equation

HRID 1750447 reaction equation
[C:1]([N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH2:22][NH:23]C(=O)O)[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]>C(O)(C(F)(F)F)=O>[C:1]([N:5]1[C:9]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)=[C:8]([C:17]2[S:18][CH:19]=[C:20]([CH2:22][NH2:23])[N:21]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 86721287HCID 86721287, compound

Product 1

HCID 86721288HCID 86721288, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of the compound (13.6 mg, 0.03 mmol) obtained in step 1 in TFA (1.0 mL) was stirred at room temperature for 1 hr, and concentrated under reduced pressure. To the residue were added saturated aqueous sodium hydrogen carbonate solution and ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure to give (2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)methanamine (7.2 mg, 0.022 mmol, 69.0%) as a pale-yellow oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionTo the residue were added saturated aqueous sodium hydrogen carbonate solution and ethyl acetate
  3. customThe organic layer was dried
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-b780d942d54145e39224ccbb38cf0df6
Source dataset
uspto-grants-2015_10
Patent number
US09156837B2

Reaction notes

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