HCID 58946806, compound → HCID 67212430, compound

HRID 1695707Notes

Reaction equation

HRID 1695707 reaction equation
[C:1]1([S:7]([N:10]2[CH2:17][CH:16]3[N:18](CC4C=CC=CC=4)[CH:12]([CH2:13][O:14][CH2:15]3)[CH2:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>[Pd].C(O)C>[C:1]1([S:7]([N:10]2[CH2:11][CH:12]3[NH:18][CH:16]([CH2:15][O:14][CH2:13]3)[CH2:17]2)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 58946806HCID 58946806, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67212430HCID 67212430, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
23 °C

Procedure

A mixture of 7-benzenesulfonyl-9-benzyl-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane (CAS 335620-96-7) (2.074 g, 5.66 mmol) and 10% palladium on carbon (780 mg, 10 mol %) in ethanol (130 mL) was hydrogenated at atmospheric hydrogen pressure at 50° C. for 1.5 days. Cooled to 23° C., filtered the catalyst off, washed with ethanol, the solvent was removed in vacuum to the title compound as a light yellow solid (1.253 g, 83%), MS (ISP) m/e=269.2 [(M+H)+].

Workup

  1. filtrationfiltered the catalyst off,
  2. washwashed with ethanol
  3. customthe solvent was removed in vacuum to the title compound as a light yellow solid (1.253 g, 83%), MS (ISP) m/e=269.2 [(M+H)+]

Sources & evidence

ORD record
ord-f97cf93fa1144b429e3eb8c3dde15124
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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