Sodium Chloride → HCID 9860135, compound

HRID 2397474Notes

Reaction equation

HRID 2397474 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([C@@H:11]3[O:31][C@H:30]([CH2:32][O:33]CC4C=CC=CC=4)[C@@H:21]([O:22]CC4C=CC=CC=4)[C@H:12]3[O:13]CC3C=CC=CC=3)[N:9]=[CH:10][C:3]=12.[Na+].[Cl-]>>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([C@@H:11]3[O:31][C@H:30]([CH2:32][OH:33])[C@@H:21]([OH:22])[C@H:12]3[OH:13])[N:9]=[CH:10][C:3]=12

Participants

3

Reactant 2

HCID 5234Sodium ChlorideHCID 53660528HCID 53660528, compound

Product 1

HCID 9860135HCID 9860135, compound

Procedure

1.45 g (2.7 mmoles) of 4-amino-1-(2,3,5-tri-O-benzyl-β -D-ribofuranosyl)pyrazolo[ 3,4-d]pyrimidine are hydrogenated in a manner similar to that of Example 6. The 4-amino- 1-(β-D-ribofuranosyl)pyrazolo[ 3,4-d] pyrimidine precipitates; however, during the reaction so that in this case the preparation is modified. The reaction mixture is filtered off (vacuum filter funnel) from the catalyst and the reaction product which has been partially precipitated. The obtained solution is neutralized with diluted NaHCO3 solution. The catalyst with the remainder of the product is washed in a pointed funnel with the application of vacuum using hot water. The solution so obtained is neutralised and combined with the above solution. It is freed of solvent and the product, which is contaminated with a little NaCl, is recrystallised from H2O. White needles are obtained. Yield: 350 mg (48 %), Melting point: 253° C.(4).

Workup

  1. customThe 4-amino- 1-(β-D-ribofuranosyl)pyrazolo[ 3,4-d] pyrimidine precipitates
  2. customhowever, during the reaction so that in this case the preparation
  3. filtrationThe reaction mixture is filtered off
  4. filtration(vacuum filter funnel) from the catalyst
  5. customthe reaction product which has been partially precipitated
  6. washThe catalyst with the remainder of the product is washed in a pointed funnel with the application of vacuum
  7. customThe solution so obtained
  8. customis recrystallised from H2O
  9. customWhite needles are obtained

Sources & evidence

ORD record
ord-cc4a16c2761b4f5c8b9f1e12bea503ae
Source dataset
uspto-grants-1977_05
Patent number
US04021542

Reaction notes

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