2-Hydrazinopyridine → HCID 20296324, compound

HRID 1389444Notes

Reaction equation

HRID 1389444 reaction equation
N(C1C=CC=CN=1)N.C([O-])([O-])(OCC)C.[F:16][C:17]1[CH:18]=[C:19]([C:23]2[CH:24]=[CH:25][C:26]3[N:27]([C:29]([CH3:32])=[N:30][N:31]=3)[CH:28]=2)[CH:20]=[CH:21][CH:22]=1>>[F:16][C:17]1[CH:18]=[C:19]([CH:23]2[CH2:28][N:27]3[C:29]([CH3:32])=[N:30][N:31]=[C:26]3[CH2:25][CH2:24]2)[CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 3

HCID 786452-HydrazinopyridineHCID 20296346HCID 20296346, compoundHCID 86598186Ethyl ortho-acetate

Product 1

HCID 20296324HCID 20296324, compound

Procedure

A mixture of 3 g. of the above hydrazinopyridine and 30 ml. of ethyl orthoacetate is heated at reflux for 4 hours and filtered to remove a tan solid which is washed with hexane to give 2.15 g. of 6-(3-fluorophenyl)-3-methyl-1,2,4-triazolo[4,3-a]pyridine, m.p. 179°-182° C. Reduction of this product as in Example 1 gives the product of the Example.

Workup

  1. additionA mixture of 3 g
  2. temperatureat reflux for 4 hours
  3. filtrationfiltered
  4. customto remove a tan solid which
  5. washis washed with hexane
  6. customto give 2.15 g
  7. customReduction of this product as in Example 1 gives the product of the Example

Sources & evidence

ORD record
ord-dcf31117059941789e7332f7846b2ed7
Source dataset
uspto-grants-1981_01
Patent number
US04244953

Reaction notes

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