HCID 66958491, compound → HCID 66958404, compound

HRID 2090229Notes

Reaction equation

HRID 2090229 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=[CH:14][C:13]=1[N+:22]([O-])=O)([CH3:4])([CH3:3])[CH3:2]>C1COCC1.[Pt]>[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=[CH:14][C:13]=1[NH2:22])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 66958491HCID 66958491, compound

Product 1

HCID 66958404HCID 66958404, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The product from step (ii) (12 g) was dissolved in dry THF (250 mL), 1% Pt/C catalyst (3 g) was added and the reaction mixture hydrogenated (H2 pressure: 3 bar) for 72 h at rt. The product was filtered through a glass fibre filter paper and purified via neutral Aluminum oxide column eluting with 4% MeOH in DCM and further purified via RPHPLC to give subtitle compound, yield 1.3 g.

Workup

  1. filtrationThe product was filtered through a glass fibre
  2. filtrationfilter paper
  3. custompurified via neutral Aluminum oxide column
  4. washeluting with 4% MeOH in DCM
  5. customfurther purified via RPHPLC

Sources & evidence

ORD record
ord-babbb58afbee424cb5bde5663da90206
Source dataset
uspto-grants-2013_05
Patent number
US08436178B2

Reaction notes

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