2-Oxoglutaric Acid → HCID 11855282, compound

HRID 406952Notes

Reaction equation

HRID 406952 reaction equation
[CH2:1]([O:3][C:4]1[CH:17]=[C:16]2[C:7]([C:8]([C:19]3[CH:20]=[CH:21][C:22](=[O:26])[N:23]([CH3:25])[CH:24]=3)=[N:9][C@H:10]3[C@@H:15]2[CH2:14][C@H:13]([OH:18])[CH2:12][CH2:11]3)=[CH:6][C:5]=1[O:27][CH3:28])[CH3:2].[O:29]=[C:30]([CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:31]([OH:33])=[O:32]>CC(C)=O>[O:29]=[C:30]([CH2:34][CH2:35][C:36]([OH:38])=[O:37])[C:31]([OH:33])=[O:32].[CH2:1]([O:3][C:4]1[CH:17]=[C:16]2[C:7]([C:8]([C:19]3[CH:20]=[CH:21][C:22](=[O:26])[N:23]([CH3:25])[CH:24]=3)=[N:9][C@H:10]3[C@@H:15]2[CH2:14][C@H:13]([OH:18])[CH2:12][CH2:11]3)=[CH:6][C:5]=1[O:27][CH3:28])[CH3:2]

Participants

4

Reactant 2

HCID 512-Oxoglutaric AcidHCID 11853253HCID 11853253, compound

Product 1

HCID 11855282HCID 11855282, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5-((2R,4aR,10bR)-9-Ethoxy-2-hydroxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-6-yl)-1-methyl-1H-pyridin-2-one (38.2 mg, 0.1 mmol) are dissolved in 0.5 ml of acetone. 16.1 mg (0.11 mmol) of 2-oxo-pentanedioic acid (dissolved in 0.5 ml of acetone) are added. The crystals are filtered off and dried to obtain 35.3 mg (67%) of the title compound (m.p.: 147° C.).

Workup

  1. filtrationThe crystals are filtered off
  2. customdried

Sources & evidence

ORD record
ord-c809a7814e3549d9bde6b76ab3526529
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

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