L-Tartaric acid → HCID 67022530, compound

HRID 406953Notes

Reaction equation

HRID 406953 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].[C:29]([OH:38])(=[O:37])[C@@H:30]([C@H:32]([C:34]([OH:36])=[O:35])[OH:33])[OH:31]>CC(C)=O.C(O)(C)C>[C:34]([C@@H:32]([C@H:30]([C:29]([OH:38])=[O:37])[OH:31])[OH:33])([OH:36])=[O:35].[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

5

Reactant 2

HCID 444305L-Tartaric acidHCID 11853253HCID 11853253, compound

Product 1

HCID 67022530HCID 67022530, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 3776IsopropanolSolvent

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. 16.5 mg (0.11 mmol) of L-tartaric acid (dissolved in 0.5 ml of a 75:15 mixture of acetone and isopropanol) are added. The crystals are filtered off and dried to obtain 44.2 mg (83%) of the title compound (m.p.: 205° C.).

Workup

  1. additionare added
  2. filtrationThe crystals are filtered off
  3. customdried

Sources & evidence

ORD record
ord-2e6532a0f9b14f61ac08b2e670f4e4af
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

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