HCID 86608202, compound → HCID 86608204, compound

HRID 2234896Notes

Reaction equation

HRID 2234896 reaction equation
[C:1]1([C@H:13]2[C@H:17]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[NH:20][CH:19]=3)[C:16](=[O:27])[N:15]([CH2:28][O:29][P:30](=[O:47])([O:39]CC3C=CC=CC=3)[O:31]CC3C=CC=CC=3)[C:14]2=[O:48])[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][CH2:4][N:3]3[CH:2]=1.[H][H]>CO.[Pd]>[C:1]1([C@H:13]2[C@H:17]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[NH:20][CH:19]=3)[C:16](=[O:27])[N:15]([CH2:28][O:29][P:30](=[O:31])([OH:39])[OH:47])[C:14]2=[O:48])[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][CH2:4][N:3]3[CH:2]=1

Participants

5

Reactant 2

HCID 86608202HCID 86608202, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86608204HCID 86608204, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The phosphoric acid dibenzyl ester of (±)-trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-2,5-dioxo-pyrrolidin-1-yl-methyl ester (0.160 g) in methanol (2 ml) and Pd/C (10%, 20 mg) was stirred at room temperature under 1 atmosphere of hydrogen for two hours. The mixture was filtered over Celite and the solvent removed to give (±)-phosphoric acid mono-[trans-3-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-2,5-dioxo-pyrrolidin-1-ylmethyl]ester (0.110 g).

Workup

  1. filtrationThe mixture was filtered over Celite
  2. customthe solvent removed

Sources & evidence

ORD record
ord-b21e7206bfdc412e93fb9ca1b1e650ed
Source dataset
uspto-grants-2010_05
Patent number
US07713969B2

Reaction notes

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