HCID 66759309, compound → HCID 66759174, compound

HRID 880353Notes

Reaction equation

HRID 880353 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16]C2C=CC=CC=2)[CH:12]=[C:11]([O:23][C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)[C:10]=1[C:33]1[O:37][N:36]=[C:35]([C:38](OCC)=[O:39])[CH:34]=1)C1C=CC=CC=1>C(N)C.C1COCC1>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([O:15][CH2:16][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:12]=[C:11]([O:23][C:24]2[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)[C:10]=1[C:33]1[O:37][N:36]=[C:35]([C:38]([NH:36][CH2:35][CH3:34])=[O:39])[CH:34]=1)[C:14]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 1

HCID 66759309HCID 66759309, compound

Product 1

HCID 66759174HCID 66759174, compoundYield 160.2%

Reagents, catalysts & solvents 1

HCID 66726184Ethylamine tetrahydrofuranSolvent

Procedure

A solution of ethyl 5-[2,4-bis(benzyloxy)-6-(4-nitrophenoxy)phenyl]isoxazole-3-carboxylate (1.8 g, 3.2 mmol) in 2 M ethylamine/THF solution (100 mL) in a stopped flask was heated at 100° C. for 5 hours. The solvent was removed and the residue was crystallized from a small volume of methanol to provide the title compound (1.45 g, 83% yield).

Workup

  1. customThe solvent was removed
  2. customthe residue was crystallized from a small volume of methanol

Sources & evidence

ORD record
ord-94215beffa774066955a0332ef0dd11c
Source dataset
uspto-grants-2015_03
Patent number
US08993556B2

Reaction notes

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