Diisopropylamine → HCID 21106441, compound

HRID 1817109Notes

Reaction equation

HRID 1817109 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[C:9]1([NH:15][C:16]2[N:20]=[CH:19][NH:18][N:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(NC(C)C)(C)C>C(#N)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:18]2[CH:19]=[N:20][C:16]([NH:15][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[N:17]2)[CH:7]=1

Participants

5

Reactant 3

HCID 7912DiisopropylamineHCID 709434,6-DichloropyrimidineHCID 178420488HCID 178420488, compound

Product 1

HCID 21106441HCID 21106441, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a suspension of 4,6-dichloro-pyrimidine (292 mg, 1.96 mmol) in 5 ml anhydrous acetonitrile was added phenyl-(1H-[1,2,4]triazol-3-yl)-amine together with diisopropylamine (0.4 ml, 4.0 mmol). The mixture was heated at reflux in a sealed tube overnight. The reaction was cooled to room temperature and the solid was collected by filtration. The solid was washed with cold ether and dried under vacuum. Analytical data: LC/MS showed M+1=273.1, and M−1+271.2, retention time is 3.5 min. NMR in DMSO-d6: 9.78 (s, 1H); 9.28 (s, 1H); 8.90 (s, 1H); 7.90 (s, 1H); 7.65 (d, 2H); 7.28 (dd, 2H); 6.90 (dd, 1H).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux in a sealed tube overnight
  3. filtrationthe solid was collected by filtration
  4. washThe solid was washed with cold ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-c3a3475855cc4d4bab2890b01ab8fcf9
Source dataset
uspto-grants-2009_10
Patent number
US07598245B2

Reaction notes

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