HCID 131730907, compound → HCID 131730906, compound

HRID 573146Notes

Reaction equation

HRID 573146 reaction equation
[CH3:1][N:2]([CH3:39])[CH2:3]/[CH:4]=[CH:5]/[C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[O:15][C:16]2[CH:17]=[C:18]([N:26]3[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]3)[CH:19]=[CH:20][C:21]=2[C:22]([O:24][CH3:25])=[O:23])[NH:8][CH:7]=1>[Pd].CO>[CH3:39][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[O:15][C:16]2[CH:17]=[C:18]([N:26]3[CH2:27][CH2:28][N:29]([C:32]([O:34][C:35]([CH3:37])([CH3:36])[CH3:38])=[O:33])[CH2:30][CH2:31]3)[CH:19]=[CH:20][C:21]=2[C:22]([O:24][CH3:25])=[O:23])[NH:8][CH:7]=1

Participants

4

Reactant 1

HCID 131730907HCID 131730907, compound

Product 1

HCID 131730906HCID 131730906, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of EXAMPLE 339E (715 mg) and 5% palladium on carbon (143 mg) in methanol (20 mL) was hydrogenated at 30 psi for 16 hours at ambient temperature. The reaction mixture was filtered, concentrated and the crude product was chromatographed on silica gel with 7N-methanolic ammonia in methylene chloride.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. customthe crude product was chromatographed on silica gel with 7N-methanolic ammonia in methylene chloride

Sources & evidence

ORD record
ord-39a22247c5ae43a9b0c4739dce02d7e9
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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