Fumaric Acid → HCID 67022702, compound

HRID 406944Notes

Reaction equation

HRID 406944 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[CH:5][C:4]=1[C:11]1[C:24]2[C:19](=[CH:20][C:21]([O:27][CH2:28][CH3:29])=[C:22]([O:25][CH3:26])[CH:23]=2)[C@@H:18]2[C@@H:13]([CH2:14][CH2:15][C@@H:16]([OH:30])[CH2:17]2)[N:12]=1.[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35]>CC(C)=O.C(O)(C)C>[C:31]([OH:38])(=[O:37])/[CH:32]=[CH:33]/[C:34]([OH:36])=[O:35].[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[CH:5][C:4]=1[C:11]1[C:24]2[C:19](=[CH:20][C:21]([O:27][CH2:28][CH3:29])=[C:22]([O:25][CH3:26])[CH:23]=2)[C@@H:18]2[C@@H:13]([CH2:14][CH2:15][C@@H:16]([OH:30])[CH2:17]2)[N:12]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 11853494HCID 11853494, compound

Product 1

HCID 67022702HCID 67022702, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 3776IsopropanolSolvent

Procedure

(2R,4aR,10bR)-6-(4,6-Dimethoxy-pyridin-3-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (41.2 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 21.1 mg (40%) of the title compound (m.p.: 194° C.).

Workup

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

Sources & evidence

ORD record
ord-a57f827e58f142878de8c4a270f49651
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

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