Monomethylamine methanol → HCID 86631657, compound

HRID 2194703Notes

Reaction equation

HRID 2194703 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([S:13][C:14]2[CH:15]=[N:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[CH:11][C:10]([C:21]([O:23]CC)=O)=[N:9]1.[CH3:26][NH2:27].CO>CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([S:13][C:14]2[CH:15]=[N:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[CH:11][C:10]([C:21]([NH:27][CH3:26])=[O:23])=[N:9]1

Participants

4

Reactant 2

HCID 57454252Monomethylamine methanolHCID 86631658HCID 86631658, compound

Product 1

HCID 86631657HCID 86631657, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 1-(2-chlorophenyl)-5-[(6-chloropyridin-3-yl)thio]-1H-pyrazole-3-carboxylate (2.06 g) in methanol (4 mL) was added 40% methylamine-methanol solution (6 mL) at room temperature and the mixture was stirred for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=9:1→4:1) to give the title compound as a pale-yellow amorphous form (yield 1.75 g, yield 88%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=9:1→4:1)

Sources & evidence

ORD record
ord-d25ebd597e234a89a5f7d186c562281d
Source dataset
uspto-grants-2012_12
Patent number
US08334301B2

Reaction notes

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