Ammonia → HCID 59286584, compound

HRID 1876052Notes

Reaction equation

HRID 1876052 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH:12]=[N:11][CH:10]=[N:9]2)[N:5]=[CH:4][N:3]=1.[NH3:13]>C(O)(C)C>[N:8]1([C:6]2[N:5]=[CH:4][N:3]=[C:2]([NH2:13])[CH:7]=2)[CH:12]=[N:11][CH:10]=[N:9]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 190236504-Chloro-6-(1H-1,2,4-triazol-1-yl)pyrimidine

Product 1

HCID 59286584HCID 59286584, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 4-chloro-6-(1H-1,2,4-triazol-1-yl)pyrimidine (1.24 g, 6.83 mmol) in 2 M ammonia (20 mL, 40.0 mmol)/isopropanol was heated at 80° C. in a sealed vial for 18 h. After cooling the solid precipitate was filtered and dried to give 6-(1H-1,2,4-triazol-1-yl)pyrimidin-4-amine (1.06 g, 96% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.30 (1H, s), 8.35 (1H, s), 8.30 (1H, s), 7.39 (2H, br. s.), 6.83 (1H, d, J=0.76 Hz). LCMS: RT=0.41 min, MH+=163.1

Workup

  1. temperatureAfter cooling the solid precipitate
  2. filtrationwas filtered
  3. customdried

Sources & evidence

ORD record
ord-be8cc109a4214989b7f34ada027a0720
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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