HCID 90778721, compound → HCID 69491436, compound

HRID 851989Notes

Reaction equation

HRID 851989 reaction equation
[N+:1]([C:4]1[CH:32]=[CH:31][C:7]([CH2:8][N:9]([CH:23]2[CH2:29][CH2:28][CH2:27][CH2:26][NH:25][C:24]2=[O:30])[S:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:32]=[CH:31][C:7]([CH2:8][N:9]([CH:23]2[CH2:29][CH2:28][CH2:27][CH2:26][NH:25][C:24]2=[O:30])[S:10]([C:13]2[CH:14]=[CH:15][C:16]([C:19]([F:22])([F:20])[F:21])=[CH:17][CH:18]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 90778721HCID 90778721, compound

Product 1

HCID 69491436HCID 69491436, compoundYield 61.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Rac-4-trifluoromethyl-benzenesulfonic acid (4-nitro-benzyl)-(2-oxo-azepan-3-yl)-amide (2.08 g, 4.4 mmol) was dissolved in methanol (50 ml), palladium on charcoal (200 mg, 10%) was added and the mixture was hydrogenated at room temperature for 2 hours. The catalyst was filtered off and the filtrate was evaporated. The residue was recrystallised from heptane/ethyl acetate to yield a yellowish solid (1.2 g, 61%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was recrystallised from heptane/ethyl acetate

Sources & evidence

ORD record
ord-abeaf96ec8984ea7bbe0ea3def50dccc
Source dataset
uspto-grants-2007_08
Patent number
US07253158B2

Reaction notes

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