Fumaric Acid → HCID 67022662, compound

HRID 406955Notes

Reaction equation

HRID 406955 reaction equation
[CH2:1]([O:3][C:4]1[CH:17]=[C:16]2[C:7]([C:8]([C:19]3[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][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:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33]>CC(C)=O.C(O)(C)C>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]/[C:32]([OH:34])=[O:33].[CH2:1]([O:3][C:4]1[CH:17]=[C:16]2[C:7]([C:8]([C:19]3[CH:20]=[N:21][C:22]([O:25][CH3:26])=[CH:23][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 444972Fumaric AcidHCID 11853251HCID 11853251, compound

Product 1

HCID 67022662HCID 67022662, compoundYield 52.2%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 3776IsopropanolSolvent

Procedure

(2R,4aR,10bR)-9-Ethoxy-8-methoxy-6-(6-methoxy-pyridin-3-yl)-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (38.2 mg, 0.1 mmol) are dissolved in 0.5 ml of acetone. 12.8 mg (0.11 mmol) of fumaric acid (dissolved in 0.5 ml of a 82:18 mixture of acetone and isopropanol) are added. The crystals are filtered off and dried to obtain 26.0 mg (52%) of the title compound (m.p.: 173° C.).

Workup

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

Sources & evidence

ORD record
ord-385a63d5372a4971a7cc7111cda96c5d
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

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