Hydrazine → 5-bromo-2-(1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridine

HRID 1640324Notes

Reaction equation

HRID 1640324 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[CH:11][NH:10][N:9]=2)=[N:6][CH:7]=1.Br[C:14]1[CH:15]=[CH:16][C:17]([C:20](/N=C/N(C)C)=[O:21])=NC=1.NN>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[CH:11][N:10]([CH:14]3[CH2:15][CH2:16][CH2:17][CH2:20][O:21]3)[N:9]=2)=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 9321HydrazineHCID 178419360HCID 178419360, compoundHCID 178484325HCID 178484325, compound

Product 1

HCID 582983155-bromo-2-(1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridineYield 83%

Procedure

5-Bromo-2-(1H-1,2,4-triazol-3-yl)pyridine. A solution of (E)-5-bromo-N-((dimethylamino)methylene)picolinamide (0.604 mg, 2.36 mmol) and hydrazine (2.12 g, 66.1 mmol) was stirred at 25° C. for 3 h. The reaction was concentrated and diluted with water. The resulting precipitate was collected by filtration and dried under vacuum to give the title compound (0.442 g, 83% yield). MS (ESI) m/z 226.1 [M+1].

Workup

  1. concentrationThe reaction was concentrated
  2. additiondiluted with water
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c3d2640fe4a943928181c870b90c0388
Source dataset
uspto-grants-2012_02
Patent number
US08110578B2

Reaction notes

Loading…