t-Butyl N-[5-(4'-benzyloxybiphenyl-4-yloxy)-2-nitrophenyl]-N-methylcarbamate → HCID 18461352, compound

HRID 2303894Notes

Reaction equation

HRID 2303894 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]3[CH:23]=[CH:24][C:25]([N+:37]([O-])=O)=[C:26]([N:28]([CH3:36])[C:29](=[O:35])[O:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH:27]=3)=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C1(C)C=CC=CC=1.C(OCC)(=O)C>[Pd].CCCCCC.C(OCC)(=O)C>[NH2:37][C:25]1[CH:24]=[CH:23][C:22]([O:21][C:18]2[CH:19]=[CH:20][C:15]([C:12]3[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=3)=[CH:16][CH:17]=2)=[CH:27][C:26]=1[N:28]([CH3:36])[C:29](=[O:35])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34]

Participants

5

Reactant 2

HCID 18461358t-Butyl N-[5-(4'-benzyloxybiphenyl-4-yloxy)-2-nitrophenyl]-N-methylcarbamateHCID 21584019Toluene ethylacetate

Product 1

HCID 18461352HCID 18461352, compoundYield 89.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226206Ethyl acetate hexaneSolvent

Procedure

In a similar manner to that described in Reference Example 7, a reaction was carried out using t-butyl N-[5-(4′-benzyloxybiphenyl-4-yloxy)-2-nitrophenyl]-N-methylcarbamate (14.75 g), palladium on carbon (10%, 0.86 g) and toluene/ethyl acetate=1/1 (140 ml) and the reaction mixture was purified to give the title compound (10.2 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-1b0bc24df8374980959c2c50b8e70fb2
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

Loading…