Water → HCID 58976672, compound

HRID 601060Notes

Reaction equation

HRID 601060 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[C:12]([NH2:13])=[N:11][C:10]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:9]2)[CH:3]=1.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.O>CN1C(=O)CCC1>[C:15]1([NH:14][C:10]2[N:11]=[C:12]([NH2:13])[N:8]([C:4]3[CH:3]=[C:2]([N:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[N:7]=[CH:6][N:5]=3)[N:9]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 58976110HCID 58976110, compound

Product 1

HCID 58976672HCID 58976672, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
220 °C

Procedure

To a solution of 200 mg of 1-(6-chloro-pyrimidin-4-yl)-N3-phenyl-1H-[1,2,4]triazole-3,5-diamine (0.69 mMol, 1 equiv) in 5 mL of NMP was added 200 mg of piperazine (2.32 mMol, 3.3 equiv). The reaction vessel was sealed and warmed to 220° C. via microwave irradiation for 6 min and allowed to cool. The resulting solution was poured into 50 mL of water and the precipitate was filtered and washed with water (3×20 mL). The resulting waxy solid (150 mg) was used without further purification.

Workup

  1. customThe reaction vessel was sealed
  2. temperatureto cool
  3. filtrationthe precipitate was filtered
  4. washwashed with water (3×20 mL)
  5. customThe resulting waxy solid (150 mg) was used without further purification

Sources & evidence

ORD record
ord-2af4ea3a25ab49a2b706adb4670090ac
Source dataset
uspto-grants-2011_03
Patent number
US07902239B2

Reaction notes

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