Triethylorthoaceate → 2-{3-Iodoimidazo[1,2-a]pyridin-7-yl}-5-methyl-1,3,4-oxadiazole

HRID 341244Notes

Reaction equation

HRID 341244 reaction equation
[I:1][C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([NH:13][NH2:14])=[O:12])=[CH:10][C:5]2=[N:4][CH:3]=1.[CH2:15](C(CC)(CC)C([O-])([O-])[O-])[CH3:16]>OS(O)(=O)=O>[I:1][C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]3[O:12][C:15]([CH3:16])=[N:14][N:13]=3)=[CH:10][C:5]2=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 21875354TriethylorthoaceateHCID 59320945HCID 59320945, compound

Product 1

HCID 593208252-{3-Iodoimidazo[1,2-a]pyridin-7-yl}-5-methyl-1,3,4-oxadiazole

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Conditions

Temperature
80 °C

Procedure

3-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide (0.18 g, 0.59 mmol) was treated with triethylorthoacetate (3 ml) and concentrated H2SO4 (1 drop). The mixture was heated at 80° C. o/n, allowed to cool, solid was filtered off and washed with EtOH and dried to afford 0.165 g of product. MS: [M+H]+ 327

Workup

  1. temperatureto cool
  2. filtrationsolid was filtered off
  3. washwashed with EtOH
  4. customdried

Sources & evidence

ORD record
ord-1f7f62ea3abe4ce9bebb19e25df990c0
Source dataset
uspto-grants-2014_11
Patent number
US08895745B2

Reaction notes

Loading…