HCID 86623384, compound → HCID 86623383, compound

HRID 2423358Notes

Reaction equation

HRID 2423358 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[CH:14]=[C:13]([C:15]#[CH:16])[C:12]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:11][C:10]=1[Cl:22])(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:7][CH2:8][C:9]1[C:10]([Cl:22])=[CH:11][C:12]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[C:13]([C:15]#[CH:16])[CH:14]=1

Participants

4

Reactant 1

HCID 86623384HCID 86623384, compound

Product 1

HCID 86623383HCID 86623383, compoundYield 114.23%

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidCatalystHCID 6344DichloromethaneSolvent

Procedure

A dried 25 ml of two-neck round bottom flask was filled with argon gas and the solution of (2-chloro-5-ethynyl-4-methanesulfonylamino-benzyl)-carbamic acid t-butyl ester (182.6 mg, 0.51 mmol) in methylenechloride was put into the flask. To the solution were added 5-6 drops of CF3COOH and stirred for 12 hours. After confirming the completion of the reaction with TLC, the resulting solution was concentrated under reduced pressure using toluene to yield brown syrup (98.1 mg, 114.23%).

Workup

  1. additionA dried 25 ml of two-neck round bottom flask was filled with argon gas
  2. customthe completion of the reaction with TLC
  3. concentrationthe resulting solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-13fc6a41745b469590d22931cd19c36a
Source dataset
uspto-grants-2011_06
Patent number
US07960584B2

Reaction notes

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