Anisole → HCID 71178940, compound

HRID 2409268Notes

Reaction equation

HRID 2409268 reaction equation
C([NH:5][S:6]([C:9]1[CH:10]=[N:11][N:12]2[C:17]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[CH3:26])=[C:16]([C:27]([N:29]3[CH2:34][CH2:33][CH:32]([C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[CH2:31][CH2:30]3)=[O:28])[CH:15]=[N:14][C:13]=12)(=[O:8])=[O:7])(C)(C)C.C1(OC)C=CC=CC=1>FC(F)(F)C(O)=O>[F:25][C:22]1[CH:23]=[CH:24][C:19]([NH:18][C:17]2[N:12]3[N:11]=[CH:10][C:9]([S:6]([NH2:5])(=[O:8])=[O:7])=[C:13]3[N:14]=[CH:15][C:16]=2[C:27]([N:29]2[CH2:34][CH2:33][CH:32]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)[CH2:31][CH2:30]2)=[O:28])=[C:20]([CH3:26])[CH:21]=1

Participants

4

Reactant 2

HCID 7519AnisoleHCID 71178956HCID 71178956, compound

Product 1

HCID 71178940HCID 71178940, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-tert-Butyl-7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-sulfonamide (0.874 g, 1.548 mmol) obtained in step 4 was dissolved in trifluoroacetic acid (13 mL), anisole (0.4 mL) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, the obtained residue was purified by silica gel column chromatography (chloroform/methanol=10/1) to give the title compound (0.442 g, 56%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-faf5461726e74e87b749c5b3c604b24b
Source dataset
uspto-grants-2014_08
Patent number
US08815874B2

Reaction notes

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