Triethylamine → HCID 58577725, compound

HRID 1044287Notes

Reaction equation

HRID 1044287 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[C:21](C(O)=O)=[C:20]([C:25]([F:28])([F:27])[F:26])[CH:19]=[CH:18][N:17]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC[N:31]([CH2:34]C)CC.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:43])C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:16]3=[N:17][CH:18]=[CH:19][C:20]([C:25]([F:28])([F:27])[F:26])=[C:21]3[NH:31][C:34]2=[O:43])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 58577374HCID 58577374, compound

Product 1

HCID 58577725HCID 58577725, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 2-{[4-(benzyloxy)phenyl]amino}-4-(trifluoromethyl)pyridine-3-carboxylic acid (221 mg) and Et3N (0.238 mL) in toluene (15 mL) was added diphenylphosphoryl azide (0.245 mL) at room temperature. The mixture was stirred at 110° C. for 4 h. After cooling, the solvent was evaporated, and the precipitate was collected by filtration to give the title compound (197 mg).

Workup

  1. temperatureAfter cooling
  2. customthe solvent was evaporated
  3. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-e1f31bdc83884a50bc4d07d04875642d
Source dataset
uspto-grants-2013_10
Patent number
US08563575B2

Reaction notes

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