Fumaric Acid → HCID 67022598, compound

HRID 1805807Notes

Reaction equation

HRID 1805807 reaction equation
[CH3:1][N:2]([CH3:31])[C:3]1[N:8]=[C:7]([O:9][CH3:10])[C:6]([C:11]2[C:24]3[C:19](=[CH:20][C:21]([O:27][CH2:28][CH3:29])=[C:22]([O:25][CH3:26])[CH:23]=3)[C@@H:18]3[C@@H:13]([CH2:14][CH2:15][C@@H:16]([OH:30])[CH2:17]3)[N:12]=2)=[CH:5][N:4]=1.[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].[CH3:31][N:2]([CH3:1])[C:3]1[N:8]=[C:7]([O:9][CH3:10])[C:6]([C:11]2[C:24]3[C:19](=[CH:20][C:21]([O:27][CH2:28][CH3:29])=[C:22]([O:25][CH3:26])[CH:23]=3)[C@@H:18]3[C@@H:13]([CH2:14][CH2:15][C@@H:16]([OH:30])[CH2:17]3)[N:12]=2)=[CH:5][N:4]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 11853488(2R,4aR,10bR)-6-(2-Dimethylamino-4-methoxy-pyrimidin-5-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol

Product 1

HCID 67022598HCID 67022598, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 3776IsopropanolSolvent

Procedure

(2R,4aR,10bR)-6-(2-Dimethylamino-4-methoxy-pyrimidin-5-yl)-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-ol (42.7 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 30.9 mg (57%) of the title compound (m. p.: 123° C.).

Workup

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

Sources & evidence

ORD record
ord-b699469e734b46c4bea27ed922300d4f
Source dataset
uspto-grants-2013_01
Patent number
US08354535B2

Reaction notes

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