Fumaric Acid → HCID 67022484, compound

HRID 406950Notes

Reaction equation

HRID 406950 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH2:26][CH3:27])=[C:20]([O:23][CH3:24])[CH:21]=3)[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][C@@H:14]([OH:28])[CH2:15]3)[N:10]=2)=[CH:5][N:4]=1.[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34]>ClCCl.CC(C)=O.C(O)(C)C>[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34].[CH3:29][N:2]([CH3:1])[C:3]1[N:4]=[CH:5][C:6]([C:9]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH2:26][CH3:27])=[C:20]([O:23][CH3:24])[CH:21]=3)[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][C@@H:14]([OH:28])[CH2:15]3)[N:10]=2)=[CH:7][N:8]=1

Participants

6

Reactant 2

HCID 444972Fumaric AcidHCID 11853490HCID 11853490, compound

Product 1

HCID 67022484HCID 67022484, compoundYield 45%

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

(2R,4aR,10bR)-6-(2-Dimethylamino-pyrimidin-5-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (39.4 mg, 0.1 mmol) are dissolved in 1.0 ml of dichloromethane. 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 22.9 mg (45%) of the title compound (m.p.: 210° C.).

Workup

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

Sources & evidence

ORD record
ord-e0cf6263aefa42308e39e2d08661e39f
Source dataset
uspto-grants-2014_06
Patent number
US08754218B2

Reaction notes

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