Tetrahydrofuran → 4-(Methylamino)-2-(methylthio)pyrimidine-5-carbonitrile

HRID 1891043Notes

Reaction equation

HRID 1891043 reaction equation
CN.CO.[CH2:5]([N:7](CC)CC)C.O1CCCC1.Cl[C:18]1[C:23]([C:24]#[N:25])=[CH:22][N:21]=[C:20]([S:26][CH3:27])[N:19]=1>O>[CH3:5][NH:7][C:18]1[C:23]([C:24]#[N:25])=[CH:22][N:21]=[C:20]([S:26][CH3:27])[N:19]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 131141834-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrileHCID 57454252Monomethylamine methanol

Product 1

HCID 106789344-(Methylamino)-2-(methylthio)pyrimidine-5-carbonitrileYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3 ml of a methylamine-methanol solution, and 246 mg of triethylamine were added to a tetrahydrofuran (10 mL) solution containing 150 mg of 4-chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile, and the mixture was stirred for 30 minutes at room temperature. After adding water, the solution was extracted with ethyl acetate, and dried with anhydrous magnesium sulfate. After concentration, 134 mg of a white solid was obtained as a subject compound.

Workup

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. concentrationAfter concentration

Sources & evidence

ORD record
ord-9f8fa8b662f9434ba8143bae925f26f2
Source dataset
uspto-grants-2013_08
Patent number
US08507505B2

Reaction notes

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