t-Butyl N-[5-(3-dimethylaminophenoxy)-2-nitrophenyl]-N-methylcarbamate → HCID 18461351, compound

HRID 2303883Notes

Reaction equation

HRID 2303883 reaction equation
[CH3:1][N:2]([CH3:28])[C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[O:6][C:7]1[CH:8]=[CH:9][C:10]([N+:22]([O-])=O)=[C:11]([N:13]([CH3:21])[C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:12]=1>[Pd].CO>[NH2:22][C:10]1[CH:9]=[CH:8][C:7]([O:6][C:5]2[CH:25]=[CH:26][CH:27]=[C:3]([N:2]([CH3:1])[CH3:28])[CH:4]=2)=[CH:12][C:11]=1[N:13]([CH3:21])[C:14](=[O:20])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19]

Participants

4

Reactant 1

HCID 18461334t-Butyl N-[5-(3-dimethylaminophenoxy)-2-nitrophenyl]-N-methylcarbamate

Product 1

HCID 18461351HCID 18461351, compoundYield 82.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a similar manner to that described in Reference Example 7, a reaction was carried out using t-butyl N-[5-(3-dimethylaminophenoxy)-2-nitrophenyl]-N-methylcarbamate (2.14 g), palladium on carbon (10%, 2.14 g) and methanol (40 ml) and the reaction mixture was purified to give the title compound (1.63 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-a1cacd8f33484faca26d027a0261e6ab
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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