Methyl iodide → HCID 178504014, compound

HRID 451549Notes

Reaction equation

HRID 451549 reaction equation
[CH3:1][C:2]1([NH:15][C:16]([NH2:18])=[S:17])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10][N:9]=2)[CH2:4][CH2:3]1.[CH3:19][I:20]>CCO>[IH:20].[CH3:1][C:2]1([NH:15][C:16]([S:17][CH3:19])=[NH:18])[CH2:3][CH2:4][N:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10][N:9]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 583978821-(4-Methyl-1-(6-methylpyrimidin-4-yl)piperidin-4-yl)thiourea

Product 1

HCID 178504014HCID 178504014, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of 1-(4-methyl-1-(6-methylpyrimidin-4-yl)piperidin-4-yl)thiourea (1.28 g, 4.82 mmol) in EtOH (11.7 mL) was added MeI (332 L, 5.31 mmol) and the reaction mixture was stirred under Argon at 75° C. for 3 hours. The reaction mixture was then evaporated and the residue (white foam) stirred with diethylether (15 mL) at room temperature for 1 hour. The solid was then washed with diethylether and dried to afford the title compound (1.89 g, 96%) as a white solid. MS ISP (m/e): 190.3 [(M+H)+].

Workup

  1. customThe reaction mixture was then evaporated
  2. stirringthe residue (white foam) stirred with diethylether (15 mL) at room temperature for 1 hour
  3. washThe solid was then washed with diethylether
  4. customdried

Sources & evidence

ORD record
ord-8a370e2888674e2abb656f1cbd16aa6b
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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