2-Dimethylaminopyridine → HCID 89962754, compound

HRID 338029Notes

Reaction equation

HRID 338029 reaction equation
[CH3:1][N:2]1[C:6]([C@:7]2([OH:14])[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]2[OH:13])=[CH:5][CH:4]=[N:3]1.CN(C1C=CC=CN=1)C.[C:24](N1C=CN=C1)(N1C=CN=C1)=[O:25]>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C:6]([C@:7]23[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]2[O:13][C:24](=[O:25])[O:14]3)=[CH:5][CH:4]=[N:3]1

Participants

5

Reactant 3

HCID 218852-DimethylaminopyridineHCID 682631,1'-CarbonyldiimidazoleHCID 89962595HCID 89962595, compound

Product 1

HCID 89962754HCID 89962754, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The reaction and aftertreatment were conducted in the same manner as in Example 167a by using the (1R,2R)-1-(1-methyl-1H-pyrazol-5-yl)cyclohexane-1,2-diol (1.21 g, 6.17 mmol) prepared in Example 168a, dimethylaminopyridine (75.3 mg, 0.62 mmol), carbonyldiimidazole (3.50 g, 21.6 mmol) and toluene (20 mL), to yield the title compound (1.26 g, 92%) as a colorless oil.

Workup

  1. customThe reaction and aftertreatment

Sources & evidence

ORD record
ord-e9cd330ee1cd4d87a667800dfd296722
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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