Triethylamine → HCID 86702097, compound

HRID 715838Notes

Reaction equation

HRID 715838 reaction equation
[CH3:1][C:2]12[CH2:12][C:6]3([O:13][CH2:14][CH2:15][OH:16])[CH2:7][C:8]([CH3:11])([CH2:10][C:4]([CH2:17][N:18]4[C:22]([CH3:23])=[C:21]([I:24])[CH:20]=[N:19]4)([CH2:5]3)[CH2:3]1)[CH2:9]2.C(N(CC)CC)C.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>C(Cl)Cl.C(OCC)(=O)C>[CH3:32][S:33]([O:16][CH2:15][CH2:14][O:13][C:6]12[CH2:12][C:2]3([CH3:1])[CH2:9][C:8]([CH3:11])([CH2:10][C:4]([CH2:17][N:18]4[C:22]([CH3:23])=[C:21]([I:24])[CH:20]=[N:19]4)([CH2:3]3)[CH2:5]1)[CH2:7]2)(=[O:35])=[O:34]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 86702096HCID 86702096, compound

Product 1

HCID 86702097HCID 86702097, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a cold (0° C.) solution of 1-({3,5-dimethyl-7-[2-(hydroxy)ethoxy]tricyclo[3.3.1.13,7]dec-1-yl}methyl)-4-iodo-5-methyl-1H-pyrazole (2.1 g) in methylene chloride (30 mL) was added triethylamine (1.42 g) followed by methanesulfonyl chloride (0.542 g). The mixture was stirred at room temperature for 1.5 hours and then was diluted with ethyl acetate. The layers were separated, and the organic layer was washed with water and brine, dried with sodium sulfate, filtered and concentrated to give the title compound, which was used in the next step without further purification.

Workup

  1. customThe layers were separated
  2. washthe organic layer was washed with water and brine
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-5fbedadc46844be19dd88ffb229d41bc
Source dataset
uspto-grants-2015_11
Patent number
US09187472B2

Reaction notes

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