Fumaric Acid → HCID 67022495, compound

HRID 406938Notes

Reaction equation

HRID 406938 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]([N:25]4[CH:29]=[CH:28][CH:27]=[N:26]4)=[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:30][CH3:31])[CH3:2].[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]/[C:35]([OH:37])=[O:36]>CC(C)=O.C(O)(C)C>[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]/[C:35]([OH:37])=[O:36].[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]([N:25]4[CH:29]=[CH:28][CH:27]=[N:26]4)=[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:30][CH3:31])[CH3:2]

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 11853501HCID 11853501, compound

Product 1

HCID 67022495HCID 67022495, compoundYield 29%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 3776IsopropanolSolvent

Procedure

(2R,4aR,10bR)-9-Ethoxy-8-methoxy-6-(6-pyrazol-1-yl-pyridin-3-yl)-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (41.9 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 15.4 mg (29%) of the title compound (m.p.: 170° C.).

Workup

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

Sources & evidence

ORD record
ord-aa47a752828d448798f0c4385148293e
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

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