HCID 131729160, compound → HCID 57963923, compound

HRID 906222Notes

Reaction equation

HRID 906222 reaction equation
[C:1](=O)([CH3:20])[CH2:2][N:3]1[CH2:8][C@H:7]2[CH2:9][C@@H:4]1[CH2:5][N:6]2S(C1C=CC(C)=CC=1)(=O)=O.[H][H]>CC1OCCC1.[Pd]>[CH:4]([N:6]1[CH2:5][C@H:4]2[CH2:9][C@@H:7]1[CH2:8][N:3]2[C:2]1[CH:1]=[CH:20][C:2]([NH2:3])=[CH:1][CH:20]=1)([CH3:9])[CH3:5]

Participants

5

Reactant 2

HCID 131729160HCID 131729160, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57963923HCID 57963923, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 73012-MethyltetrahydrofuranSolvent

Procedure

A solution of 3 (1.6 g; 6 1 mmol) in 2-MeTHF (25 mL) is stirred under a 1 bar hydrogen atmosphere in the presence of Pd/C catalyst (10% Degussa type E101 NE/W; 0.1 g) at 30° C. for a period of 3 h. The catalyst is filtered off over a bed of Dicalite 478 and the filter cake washed with 2-MeTHF (2×10 mL). The filtrate is concentrated in vacuo to a volume of 25 mL and the resulting solution is used as such in the next step.

Workup

  1. filtrationThe catalyst is filtered off over a bed of Dicalite 478
  2. washthe filter cake washed with 2-MeTHF (2×10 mL)
  3. concentrationThe filtrate is concentrated in vacuo to a volume of 25 mL

Sources & evidence

ORD record
ord-4feabfa837e04547b5058a516822756d
Source dataset
uspto-grants-2011_09
Patent number
US08012983B2

Reaction notes

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