Phosphoric Acid → HCID 67237812, compound

HRID 1985717Notes

Reaction equation

HRID 1985717 reaction equation
[CH3:1][C@@H:2]1[C:17]2[C:5](=[CH:6][C:7]3[CH2:8][C@H:9]4[N:14]([C:15]=3[N:16]=2)[C@H:13]([CH3:18])[CH2:12][NH:11][CH2:10]4)[CH2:4][O:3]1.[P:19](=[O:23])([OH:22])([OH:21])[OH:20]>CO>[P:19]([OH:23])([OH:22])([OH:21])=[O:20].[CH3:1][C@@H:2]1[C:17]2[C:5](=[CH:6][C:7]3[CH2:8][C@H:9]4[N:14]([C:15]=3[N:16]=2)[C@H:13]([CH3:18])[CH2:12][NH:11][CH2:10]4)[CH2:4][O:3]1

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 11997369HCID 11997369, compound

Product 1

HCID 67237812HCID 67237812, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 6.70 g (0.0273 mol) (3R,5R,8aR)-3,5-Dimethyl-1,3,5,6,7,8,8a,9-octahydro-2-oxa-4,4b,7-triaza-cyclopenta[b]fluorene in 90 ml methanol was added a solution of 2.67 g (0.0273 mol) ortho phosphoric acid in 30 ml methanol and the mixture was stirred at room temperature for 1 h. The solvent was evaporated and the residue was taken up in 130 ml ethanol. To the mixture were added seed crystals and stirring was continued for 22 h. The solids were collected by filtration and dried to constant weight under high vacuum to yield 8.74 g (3R,5R,8aR)-3,5-dimethyl-1,3,5,6,7,8,8a,9-octahydro-2-oxa-4,4b,7-triaza-cyclopenta[b]fluorene dihydrogenphosphate as white crystals. (elemental analysis calculated C, 48.83H, 6.47 N, 12.20 found C, 48.77H, 6.38 N, 12.08)

Workup

  1. customThe solvent was evaporated
  2. additionTo the mixture were added seed crystals
  3. stirringstirring
  4. waitwas continued for 22 h
  5. filtrationThe solids were collected by filtration
  6. customdried to constant weight under high vacuum

Sources & evidence

ORD record
ord-466971eb47604319afdac20845440e0d
Source dataset
uspto-grants-2009_06
Patent number
US07547699B2

Reaction notes

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