HCID 21884400, compound → HCID 21884591, compound

HRID 722494Notes

Reaction equation

HRID 722494 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:21]4[O:22][C:23]5[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=5[CH:25]=4)=[CH:17][C:15]=3[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-])=O>O1CCOCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:21]4[O:22][C:23]5[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=5[CH:25]=4)=[CH:17][C:15]=3[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

Participants

4

Reactant 1

HCID 21884400HCID 21884400, compound

Product 1

HCID 21884591HCID 21884591, compoundYield 86.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

A suspension of 2-(3-nitro-4-methoxyphenyl)-5-(benzofuran-2-yl)benzoxazole (50 mg, 0.13 mmol) in dioxane (10 ml) was placed under an atmosphere of argon. Palladium on carbon (10%) (10 mg) was added and the reaction purged with hydrogen and stirred at room temperature for 36 h. The reaction was filtered through a bed of celite and the filtrate concentrated to give the subtitle compound (40 mg, 86%). MS m/z 357.1 (M+H)+.

Workup

  1. customthe reaction purged with hydrogen
  2. filtrationThe reaction was filtered through a bed of celite
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-58308e7288d84d54baaa8b63198f2575
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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