HCID 15293133, compound → HCID 15293134, compound

HRID 1464441Notes

Reaction equation

HRID 1464441 reaction equation
[CH2:1]([S:3]([CH2:6][CH2:7][C:8]([NH:10][NH:11][C:12]([N:14]1[CH2:20][C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[O:17][C:16]2[CH:25]=[CH:26][C:27]([N+:29]([O-])=O)=[CH:28][C:15]1=2)=[O:13])=[O:9])(=[O:5])=[O:4])[CH3:2].[H][H]>O1CCCC1.[Pd]>[CH2:1]([S:3]([CH2:6][CH2:7][C:8]([NH:10][NH:11][C:12]([N:14]1[CH2:20][C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[O:17][C:16]2[CH:25]=[CH:26][C:27]([NH2:29])=[CH:28][C:15]1=2)=[O:13])=[O:9])(=[O:5])=[O:4])[CH3:2]

Participants

5

Reactant 2

HCID 15293133HCID 15293133, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15293134HCID 15293134, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of the title compound of Example 10 (4.0 g) in tetrahydrofuran (250 mL) was shaken in a Parr Hydrogenator at 38 psi hydrogen over 5% palladium on carbon for 18 hours. The catalyst was filtered from the reaction, and the solution was evaporated under vacuum. Crystallization of the residue from ethanol (3A) yielded the title compound as a yellow solid. Recrystallization of this from ethanol (3A) yielded the pure title compound as yellow crystals. Mp: 172°-179° C.

Workup

  1. filtrationThe catalyst was filtered from the reaction
  2. customthe solution was evaporated under vacuum
  3. customCrystallization of the residue from ethanol (3A)

Sources & evidence

ORD record
ord-e876025e612242de9b7abf40df122b48
Source dataset
uspto-grants-1994_04
Patent number
US05304644

Reaction notes

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