HCID 57423903, compound → HCID 57423904, compound

HRID 2064047Notes

Reaction equation

HRID 2064047 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:20]([O-])=O)=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]2)[CH:7]=1>CO.[Pd]>[NH2:20][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][C:6]=1[NH:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:13][CH2:14]1

Participants

4

Reactant 1

HCID 57423903HCID 57423903, compound

Product 1

HCID 57423904HCID 57423904, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of D1 (14.0 g, 45 mmol) and 5% Pd/C (3.0 g) in methanol (500 mL) in an autoclave (1000 mL) was put under an atmosphere of hydrogen (˜20 atm). The mixture was stirred at room temperature for 3 hours and then filtered through a pad of celite. The filtrate was concentrated under reduced pressure to give the title compound (12.7 g, 100% yield) as a black solid that was used without further purification. (Rf: 0.3 (ethyl acetate/hexane 7:8))

Workup

  1. filtrationfiltered through a pad of celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d2515f8db4064f35abff817d7d39951f
Source dataset
uspto-grants-2012_10
Patent number
US08288413B2

Reaction notes

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