Ammonia → HCID 178515721, compound

HRID 1089312Notes

Reaction equation

HRID 1089312 reaction equation
C[O:2][C:3](/[CH:5]=[CH:6]/[C:7]1[C:8]([NH2:23])=[N:9][C:10](=[O:22])[N:11]([CH:21]=1)[C@@H:12]1[O:20][C@H:17]([CH2:18][OH:19])[C@@H:15]([OH:16])[C@H:13]1[OH:14])=O.N>C(Cl)Cl>[C@@H:12]1([N:11]2[CH:21]=[C:7]3[CH:6]=[CH:5][C:3](=[O:2])[N:23]=[C:8]3[NH:9][C:10]2=[O:22])[O:20][C@H:17]([CH2:18][OH:19])[C@@H:15]([OH:16])[C@H:13]1[OH:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14862337HCID 14862337, compound

Product 1

HCID 178515721HCID 178515721, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

44 mg of 2',3',5'-tri-O-acetyl-3-β-D-ribofuranosyl-2-oxo-7-chloropyrido[2,3-d]pyrimidine (c) was dissolved in 1 ml of methylene chloride and 10 ml of ammonia saturated methanol was added thereto. The mixture was made to undergo a reaction at room temperature for 12 hours. Thereafter, the reaction mixture was concentrated at reduced pressure and the residue was recrystallized in an ethanol-water system to give 26 mg of 3-β-D-ribofuranosyl-2-oxo-7-chloropyrido[2,3-d]pyrimidine (d). Its physical properties were as follows.

Workup

  1. customa reaction at room temperature for 12 hours
  2. concentrationThereafter, the reaction mixture was concentrated at reduced pressure
  3. customthe residue was recrystallized in an ethanol-water system

Sources & evidence

ORD record
ord-84ecce080820499db35c54e8c396f8d7
Source dataset
uspto-grants-1990_10
Patent number
US04965350

Reaction notes

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