1-Methylpiperazine → 2-[1-Methyl-2-(4-methylpiperazin-1-yl)-4-phenyl-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amine

HRID 32611Notes

Reaction equation

HRID 32611 reaction equation
Br[C:2]1[N:3]([CH3:23])[C:4]([C:13]2[S:14][C:15]3[N:16]=[CH:17][N:18]=[C:19]([NH2:22])[C:20]=3[N:21]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[CH3:24][N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>>[CH3:23][N:3]1[C:4]([C:13]2[S:14][C:15]3[N:16]=[CH:17][N:18]=[C:19]([NH2:22])[C:20]=3[N:21]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=[C:2]1[N:28]1[CH2:29][CH2:30][N:25]([CH3:24])[CH2:26][CH2:27]1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 100687782-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

Product 1

HCID 104090732-[1-Methyl-2-(4-methylpiperazin-1-yl)-4-phenyl-1H-imidazol-5-yl][1,3]thiazolo[5,4-d]pyrimidin-7-amineYield 48%

Conditions

Temperature
195 °C

Procedure

A mixture of 2-(2-bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine (Example 26) (0.02 g) and N-methylpiperazine (1 mL) were heated under microwave conditions (CEM explorer, 195° C., 1 hour). The solvent was evaporated in vacuo and the residue dissolved in EtOAc (10 mL), washed with water (2×10 mL), dried and the solvent evaporated in vacuo to give the title compound as a yellow solid (10 mg, 48%)

Workup

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue dissolved in EtOAc (10 mL)
  3. washwashed with water (2×10 mL)
  4. customdried
  5. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-d80b681b9e414d788976761637567417
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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