1H-Pyrazol-3-amine, 5-methyl- → HCID 86604554, compound

HRID 2065508Notes

Reaction equation

HRID 2065508 reaction equation
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[N:5]=[C:4]([Cl:11])[CH:3]=1.[CH3:12][C:13]1[NH:17][N:16]=[C:15]([NH2:18])[CH:14]=1>CCO>[Cl:11][C:4]1[CH:3]=[C:2]([NH:18][C:15]2[CH:14]=[C:13]([CH3:12])[NH:17][N:16]=2)[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[N:5]=1

Participants

4

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 231251075,7-Dichloroimidazo[1,2-a]pyrimidine

Product 1

HCID 86604554HCID 86604554, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Referring to Scheme 4, C5,7-Dichloro-imidazo[1,2-a]pyrimidine (206 mg, 1.1 mmol) and 5-methyl-1H-pyrazol-3-amine (213 mg, 2.19 mmol) was mixed in EtOH (5 ml). The mixture was heated at 80° C. for 10 minutes. The mixture was then cooled to RT and the solid was collected and washed with EtOAc to give (7-Chloro-imidazo[1,2-a]pyrimidin-5-yl)-(5-methyl-1H-pyrazol-3-yl)-amine as a white solid (182 mg, 0.73 mmol, 66%). 1H NMR (400 MHz, DMSO) δ 8.17 (s, 1H) 7.63 (s, 1H) 7.12 (s, 1H) 6.02 (s, 1H) 2.28 (s, 3H). [M+H] calc'd for C10H9ClN6, 249; found, 249.

Workup

  1. temperatureThe mixture was then cooled to RT
  2. customthe solid was collected
  3. washwashed with EtOAc

Sources & evidence

ORD record
ord-a982479f85f4475781131056cf932e3d
Source dataset
uspto-grants-2012_10
Patent number
US08288536B2

Reaction notes

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