Triethylamine → 918525-01-6

HRID 2102739Notes

Reaction equation

HRID 2102739 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6](C(O)=O)=[CH:5][N:4]=1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:19])C=CC=CC=1.C([N:31]([CH2:34]C)CC)C>C1(C)C=CC=CC=1>[N:31]([C:6]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[N:4][CH:5]=1)=[C:34]=[O:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 5924996-Methoxynicotinic acid

Product 1

HCID 14599989918525-01-6

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a suspension of 6-methoxy-nicotinic acid (0.459 g, 3 mmol) (Matrix) in toluene (15 mL) was added diphenylphosphoryl azide (0.958 g, 3.5 mmol) (Aldrich), followed by the addition of triethylamine (0.35 g, 3.6 mmol) (Aldrich). The mixture was stirred at room temperature for 30 minutes and the mixture became clear. Then the mixture was heated at 80° C. for 2 hours. The mixture was cooling down to room temperature to give crude 5-isocyanato-2-methoxy-pyridine as 0.2 M solution of toluene and used for the next step without further purification.

Workup

  1. temperatureThen the mixture was heated at 80° C. for 2 hours
  2. temperatureThe mixture was cooling down to room temperature

Sources & evidence

ORD record
ord-1be6e55c0ce84a2594c09722f7cd59d3
Source dataset
uspto-grants-2009_08
Patent number
US07576082B2

Reaction notes

Loading…