Triethylamine → HCID 54104012, compound

HRID 1420152Notes

Reaction equation

HRID 1420152 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([F:14])=[CH:13][C:8]=2[N:7]=[C:6]1[CH3:15].C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[CH3:23][S:24]([O:1][CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([F:14])=[CH:13][C:8]=2[N:7]=[C:6]1[CH3:15])(=[O:26])=[O:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 54142319HCID 54142319, compound

Product 1

HCID 54104012HCID 54104012, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred, cold mixture (-25° C.) of 1-(3-hydroxy-propyl)-2-methyl-5-fluoro-1H -benzimidazole (1.99 gm), triethylamine (1.47 ml) and methylenechloride (40 ml) is dropwise added a solution of methanesulfonylchloride (0.96 ml) in 15 ml CH2Cl2. After complete addition, the mixture is warmed to ambient temperature, extracted with water (2×20 ml), dried over Na2SO4 and concentrated to a thick brown oil consisting of crude 1-(3-methanesulfonyloxy-propyl)-2-methyl-5-fluoro-1H -benzimidazole.

Workup

  1. additionAfter complete addition
  2. extractionextracted with water (2×20 ml)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to a thick brown oil

Sources & evidence

ORD record
ord-0e31830188474acb8708e6e305e4ce51
Source dataset
uspto-grants-1999_03
Patent number
US05889010

Reaction notes

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