Triethylamine → HCID 86720828, compound

HRID 2284837Notes

Reaction equation

HRID 2284837 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 6344DichloromethaneSolvent2×

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 in the ice bath for 15 minutes and then the mixture was allowed to warm to room temperature. 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 over magnesium sulfate, filtered and the solvent was evaporated in vacuo. The crude material was used in the next step without further purification.

Workup

  1. washwashed with water and brine
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated in vacuo
  5. customThe crude material was used in the next step without further purification

Sources & evidence

ORD record
ord-241cc913963f4e029243cf9307a3da9e
Source dataset
uspto-grants-2015_09
Patent number
US09145409B2

Reaction notes

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