Calcium Carbonate → HCID 15136442, compound

HRID 2051207Notes

Reaction equation

HRID 2051207 reaction equation
[CH:1]1[N:6]=[C:5](Cl)[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]3[OH:19])[C:3]=2[N:2]=1.C([O-])([O-])=O.[Ca+2].[CH3:25][NH:26][N:27]1[CH:31]=[CH:30][CH:29]=[CH:28]1>C(O)C>[CH3:25][N:26]([N:27]1[CH:31]=[CH:30][CH:29]=[CH:28]1)[C:5]1[N:6]=[CH:1][N:2]=[C:3]2[C:4]=1[N:8]=[CH:9][N:10]2[C@@H:11]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]1[OH:19]

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 930036-Chloropurine ribosideHCID 14232103N-methyl-1H-pyrrol-1-amine

Product 1

HCID 15136442HCID 15136442, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To 100 ml absolute ethanol was added 6-chloropurine riboside (5.0 g, 0.017 mole), CaCO3 (3.5 g, 0.035 mole), and N-methyl-N-(1H-pyrrol-1-yl)amine (3.3 g, 0.035 mole). After stirring at 80° C. for three hours, the mixture was filtered, then evaporated to a solid which was eluted on a silica gel column with 5% methanol/dichloromethane via high pressure liquid chromatography to give a solid after evaporation, 4.0 g, m.p. 195°-197° C. This material was recrystallized from acetonitrile to give 2.4 g (41%) of N-methyl-N-(1H-pyrrol-1-yl)-9-β-D-ribofuranosyl-9H-purin-6-amine, m.p. 198°-199° C.

Workup

  1. filtrationthe mixture was filtered
  2. customevaporated to a solid which
  3. washwas eluted on a silica gel column with 5% methanol/dichloromethane via high pressure liquid chromatography
  4. customto give a solid
  5. customafter evaporation, 4.0 g, m.p. 195°-197° C
  6. customThis material was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-4fa9017ce02a4674b4cea406e313e4d8
Source dataset
uspto-grants-1991_05
Patent number
US05017578

Reaction notes

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