Methyl iodide → HCID 59743159, compound

HRID 1366799Notes

Reaction equation

HRID 1366799 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH3:37])[C:5]([NH:18][C:19]([C:21]2[N:22]([C:30]3[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][N:31]=3)[N:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=2)=[O:20])=[C:6]([CH:17]=1)[C:7]([NH:9][CH2:10][CH:11]([S:13][C:14](=O)C)[CH3:12])=[O:8].CI.[OH-].[Na+]>CO.O>[Cl:1][C:2]1[CH:17]=[C:6]([C:7](=[O:8])[NH:9][CH2:10][CH:11]([S:13][CH3:14])[CH3:12])[C:5]([NH:18][C:19]([C:21]2[N:22]([C:30]3[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][N:31]=3)[N:23]=[C:24]([C:26]([F:28])([F:29])[F:27])[CH:25]=2)=[O:20])=[C:4]([CH3:37])[CH:3]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 59743158HCID 59743158, compound

Product 1

HCID 59743159HCID 59743159, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 2.3 g (4.0 mmol) thioacetic acid S-[2-(5-chloro-2-{[2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl]-amino}-3-methyl-benzoylamino)-1-methyl-ethyl]ester in 100 ml MeOH is added 1 ml MeI at a temperature of 5° C., followed by a solution of 0.8 g NaOH in 15 ml H2O. After 30 minutes, the clear solution is evaporated. The residue is triturated with 300 ml water (pH brought to 5 by adding HCl 1N). The crystals are filtered and washed with water and hexane (2.0 g, 92%, m.p.: 140-145° C.).

Workup

  1. customthe clear solution is evaporated
  2. customThe residue is triturated with 300 ml water (pH brought to 5 by adding HCl 1N)
  3. filtrationThe crystals are filtered
  4. washwashed with water and hexane (2.0 g, 92%, m.p.: 140-145° C.)

Sources & evidence

ORD record
ord-cf15afcfe2804fd4ad4389c2f69f9ef3
Source dataset
uspto-grants-2011_02
Patent number
US07893092B2

Reaction notes

Loading…