HCID 59315011, compound → HCID 59315233, compound

HRID 708829Notes

Reaction equation

HRID 708829 reaction equation
[CH:1]([S:4]([C:7]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][C:8]=1[CH2:9][N:10]([CH3:18])[C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:6])=[O:5])([CH3:3])[CH3:2]>[Pd].CO>[NH2:23][C:20]1[CH:21]=[CH:22][C:7]([S:4]([CH:1]([CH3:3])[CH3:2])(=[O:6])=[O:5])=[C:8]([CH:19]=1)[CH2:9][N:10]([CH3:18])[C:11](=[O:17])[O:12][C:13]([CH3:14])([CH3:15])[CH3:16]

Participants

4

Reactant 1

HCID 59315011HCID 59315011, compound

Product 1

HCID 59315233HCID 59315233, compoundYield 91.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a 500 mL round-bottomed flask was added tert-butyl 2-(isopropylsulfonyl)-5-nitrobenzyl(methyl)carbamate (2.6 g, 6.98 mmol, see WO 2008/079836 for preparation) and MeOH (200 ml) to give a colorless solution. Pd/C (0.074 g, 0.698 mmol) was added. The mixture was stirred under a hydrogen balloon at rt overnight. Pd/C was removed by filtration and the filtrate was concentrated to give 8A (2.18 g, 91% yield).

Workup

  1. customto give a colorless solution
  2. customPd/C was removed by filtration
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-80a9e600a74040699e16eeb7a1107ea4
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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