1-Methylpiperazine → HCID 21955982, compound

HRID 2212880Notes

Reaction equation

HRID 2212880 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Cl[C:9]1[S:10][C:11]([C:20]2[CH:25]=[CH:24][N:23]=[C:22]([S:26]([CH3:28])=[O:27])[N:21]=2)=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:13]=1>O1CCCC1.O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:9]2[S:10][C:11]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]([S:26]([CH3:28])=[O:27])[N:21]=3)=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:13]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 2

HCID 531671-MethylpiperazineHCID 21955989HCID 21955989, compound

Product 1

HCID 21955982HCID 21955982, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of N-methylpiperazine (0.6 g, 6.0 mmol) in tetrahydrofuran (5 ml) is added to a well stirred solution of 4-(2-chloro-4-phenyl-thiazol-5-yl)-2-methylsulfinyl-pyrimidine (1.0 g, 3.0 mmol) in tetrahydrofuran (20 ml) at +5° C. The reaction mixture is allowed to warm to room temperature over night. Evaporation of the solvent leaves a crystalline residue that is suspended in water, filtered with suction, washed with diethyl ether and dried under vacuum. The product 4-[2-(4-methylpiperazin-1-yl)-4-phenyl-thiazol-5-yl]-2-methylsulfinyl-pyrimidine shows a m.p. of 166–169° C.

Workup

  1. customEvaporation of the solvent
  2. customleaves a crystalline residue that
  3. filtrationfiltered with suction
  4. washwashed with diethyl ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-5820eaf414ca4480ab72f78e3c136efa
Source dataset
uspto-grants-2006_09
Patent number
US07105517B2

Reaction notes

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