HCID 18537685, compound → HCID 18537663, compound

HRID 2303918Notes

Reaction equation

HRID 2303918 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:33]=[CH:32][C:12]([O:13][C:14]2[CH:15]=[CH:16][C:17]([N+:29]([O-])=O)=[C:18]([N:20]([CH3:28])[C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH:19]=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].O1CCCC1.C(OCC)(=O)C>[NH2:29][C:17]1[CH:16]=[CH:15][C:14]([O:13][C:12]2[CH:11]=[CH:10][C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:33][CH:32]=2)=[CH:19][C:18]=1[N:20]([CH3:28])[C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24]

Participants

4

Reactant 1

HCID 18537685HCID 18537685, compound

Product 1

HCID 18537663HCID 18537663, compoundYield 101.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21939870Tetrahydrofuran ethyl acetateSolvent

Procedure

In a similar manner to that described in Reference Example 7, a reaction was carried out using t-butyl N-[5-(4-t-butoxycarbonylaminophenoxy)-2-nitrophenyl]-N-methylcarbamate (27.7 g), palladium on carbon (10%, 1.07 g) and tetrahydrofuran/ethyl acetate=9/8 (170 ml) and the reaction mixture was purified to give the title compound (26.2 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-b0a8107984b14fc3aa0d3b0257391338
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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