p-Toluenesulfonic acid → 4-(4,4-Difluorocyclohex-1-en-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole

HRID 337889Notes

Reaction equation

HRID 337889 reaction equation
[F:1][C:2]1([F:20])[CH2:7][CH2:6][C:5]([C:9]2[CH:10]=[N:11][N:12]([CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][O:15]3)[CH:13]=2)(O)[CH2:4][CH2:3]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[F:20][C:2]1([F:1])[CH2:7][CH2:6][C:5]([C:9]2[CH:10]=[N:11][N:12]([CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][O:15]3)[CH:13]=2)=[CH:4][CH2:3]1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 89963110HCID 89963110, compound

Product 1

HCID 899631304-(4,4-Difluorocyclohex-1-en-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazoleYield 70%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 99b by using the 4,4-difluoro-1-[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]cyclohexanol (1.10 g, 3.84 mmol) prepared in Example 103a, p-toluenesulfonic acid (0.33 g, 1.92 mmol) and toluene (20 mL), to yield the title compound (0.55 g, 70%) as a colorless oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-433d4d841f514e5389cc138820002430
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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