HCID 178485983, compound → HCID 18461489, compound

HRID 2303897Notes

Reaction equation

HRID 2303897 reaction equation
[C:1]([C:9]1[CH:29]=[CH:28][C:12]([O:13][C:14]2[CH:15]=[CH:16][C:17]([N+:25]([O-])=O)=[C:18]([N:20]([CH3:24])[C:21](=[O:23])[O-:22])[CH:19]=2)=[CH:11][C:10]=1[OH:30])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.O1CCCC1.[Pd]>[NH2:25][C:17]1[CH:16]=[CH:15][C:14]([O:13][C:12]2[CH:28]=[CH:29][C:9]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[C:10]([OH:30])[CH:11]=2)=[CH:19][C:18]=1[N:20]([CH3:24])[C:21](=[O:23])[O:22][C:2]([CH3:7])([CH3:3])[CH3:1]

Participants

4

Reactant 1

HCID 178485983HCID 178485983, compound

Product 1

HCID 18461489HCID 18461489, compoundYield 166.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A mixture of a solution of N-[5-(4-benzoyl-3-hydroxyphenoxy)-2-nitrophenyl]-N-methylcarbamate (2.1 g) in methanol/tetrahydrofuran=5/3 (80 ml) and palladium on carbon (20%, 0.5 g) was stirred at ambient temperature under a hydrogen atmosphere for 4 hours. The reaction mixture was filtered to remove the catalyst and the filtrate was concentrated to give the title compound (1.8 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove the catalyst
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-eede1adeee4145fca815df1b996108ee
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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