HCID 68579210, compound → 2-[(4-Hydroxybenzene-sulfonyl)-(t-butoxycarbonyl)amino]4-chloro-benzoic acid methyl ester

HRID 643989Notes

Reaction equation

HRID 643989 reaction equation
[CH3:1][O:2][C:3](=[O:36])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[N:11]([S:19]([C:22]1[CH:27]=[CH:26][C:25]([O:28]CC2C=CC=CC=2)=[CH:24][CH:23]=1)(=[O:21])=[O:20])[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].[H][H]>CCOC(C)=O.[Pd]>[CH3:1][O:2][C:3](=[O:36])[C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[N:11]([S:19]([C:22]1[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=1)(=[O:21])=[O:20])[C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13]

Participants

5

Reactant 2

HCID 68579210HCID 68579210, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 685792122-[(4-Hydroxybenzene-sulfonyl)-(t-butoxycarbonyl)amino]4-chloro-benzoic acid methyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of the title D compound, 2-[(4-benzyloxy-benzenesulfonyl)-(t-butoxycarbonyl)-amino]-4-chloro-benzoic acid methyl ester (2.45 g, 4.61 mmol) in 30 mL of EtOAc containing 1.2 g of 10% palladium on carbon is shaken under 50 psi of hydrogen at RT overnight. The mixture is then filtered and concentrated to give 2-[(4-hydroxybenzene-sulfonyl)-(t-butoxycarbonyl)amino]4-chloro-benzoic acid methyl ester as a white foam.

Workup

  1. filtrationThe mixture is then filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c4cdf468833c4d2881b0a95d538d3d3b
Source dataset
uspto-grants-2010_04
Patent number
US07700637B2

Reaction notes

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