HCID 10947469, compound → HCID 11033897, compound

HRID 1862002Notes

Reaction equation

HRID 1862002 reaction equation
[Si:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)[CH:12]=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>CCO>[Si:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH2:21])[CH:12]=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 10947469HCID 10947469, compound

Product 1

HCID 11033897HCID 11033897, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(3-tert-Butyldimethylsilyloxyphenyl)nitrobenzene from Step C, (11.94 g, 36.24 mmol) was dissolved in EtOH (250 mL) and EtOAc (250 mL), degassed with argon and Pd/C (1.19 g, 10 wt %) was added. The vessel was subjected to H2 (1 atm) while vigorously stirring for 2.5 hour. The reaction was filtered through a celite pad and concentrated in vacuo, to yield the above-titled compound.

Workup

  1. customEtOAc (250 mL), degassed with argon and Pd/C (1.19 g, 10 wt %)
  2. additionwas added
  3. filtrationThe reaction was filtered through a celite pad
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-070b47e3d5b544849b830008f2347072
Source dataset
uspto-grants-2003_03
Patent number
US06534506B2

Reaction notes

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