HCID 86038331, compound → HCID 68580149, compound

HRID 2233894Notes

Reaction equation

HRID 2233894 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[N+:9]=1[O-:10])=[N+]=[N-]>C(O)(C)C>[C:4]([C:5]1[N:9]([OH:10])[C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][CH:6]=1)#[N:1]

Participants

3

Reactant 1

HCID 86038331HCID 86038331, compound2×

Product 1

HCID 68580149HCID 68580149, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of methyl 6-azidopyridine-2-carboxylate 1-oxide (Intermediate 127, 2.6 g, 13 mmol) in isopropanol was bubbled with nitrogen for 20 minutes followed heating to reflux for 16 hours. The solution was concentrated to a red oil (2.55 g, 99%).

Workup

  1. temperaturefollowed heating
  2. temperatureto reflux for 16 hours
  3. concentrationThe solution was concentrated to a red oil (2.55 g, 99%)

Sources & evidence

ORD record
ord-38a91cb9035341019b10e42c5908a4e2
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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