HCID 57936136, compound → HCID 57936338, compound

HRID 1434962Notes

Reaction equation

HRID 1434962 reaction equation
[NH2:1][C:2]1([C:8]#[C:9][C:10]2[S:14][C:13]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([NH:21][CH:22]4[CH2:27][C:26]([CH3:29])([CH3:28])[NH:25][C:24]([CH3:31])([CH3:30])[CH2:23]4)[N:16]=3)=[CH:12][CH:11]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[H][H]>CO.[Pd]>[NH2:1][C:2]1([CH2:8][CH2:9][C:10]2[S:14][C:13]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([NH:21][CH:22]4[CH2:23][C:24]([CH3:31])([CH3:30])[NH:25][C:26]([CH3:29])([CH3:28])[CH2:27]4)[N:16]=3)=[CH:12][CH:11]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 57936136HCID 57936136, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57936338HCID 57936338, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Compound of Example 78 (2.5 g, 5.7 mmol) was dissolved in 200 ml MeOH and 0.8 g palladium on charcoal 10% were added. Hydrogenation was performed at room temperature and 1 bar hydrogen pressure for 8 hours. Afterwards the mixture was filtered through Hyflo and evaporated. The crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:85/15/1.5). Yield: 1.6 g (64%).

Workup

  1. customwas performed at room temperature
  2. filtrationAfterwards the mixture was filtered through Hyflo
  3. customevaporated
  4. customThe crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:85/15/1.5)

Sources & evidence

ORD record
ord-24679dcd8fb447c6a89c9bd057a5ab3b
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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