Triethylamine → HCID 86720828, compound

HRID 877327Notes

Reaction equation

HRID 877327 reaction equation
[OH:1][CH2:2][C:3]1[N:7]([CH3:8])[N:6]=[C:5]([C:9]([O:11][CH3:12])=[O:10])[CH:4]=1.C(N(CC)CC)C.[CH3:20][S:21](Cl)(=[O:23])=[O:22]>C(Cl)Cl>[CH3:8][N:7]1[C:3]([CH2:2][O:1][S:21]([CH3:20])(=[O:23])=[O:22])=[CH:4][C:5]([C:9]([O:11][CH3:12])=[O:10])=[N:6]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 55263054HCID 55263054, compound

Product 1

HCID 86720828HCID 86720828, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an ice-cooled solution of methyl 5-(hydroxymethyl)-1-methyl-1H-pyrazole-3-carboxylate (0.60 g, 3.51 mmol) and triethylamine (1.22 mL, 8.77 mmol) in DCM (10 mL) was added methanesulfonyl chloride (0.41 mL, 5.26 mmol). The reaction mixture was stirred at this temperature for 15 minutes and the coolant removed. The reaction mixture was stirred at RT for 1 hour. The reaction mixture was diluted with DCM and washed with water and brine. The organic phase was dried (magnesium sulfate), filtered and the solvent evaporated at reduced pressure. The crude material was used in the next step without further purification.

Workup

  1. customthe coolant removed
  2. stirringThe reaction mixture was stirred at RT for 1 hour
  3. additionThe reaction mixture was diluted with DCM
  4. washwashed with water and brine
  5. dry with materialThe organic phase was dried (magnesium sulfate)
  6. filtrationfiltered
  7. customthe solvent evaporated at reduced pressure
  8. customThe crude material was used in the next step without further purification

Sources & evidence

ORD record
ord-8f3c4b0ca09d4f9eb4fad1484dc3dc44
Source dataset
uspto-grants-2015_03
Patent number
US08987299B2

Reaction notes

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