HCID 14410678, compound → 119804-96-5

HRID 728103Notes

Reaction equation

HRID 728103 reaction equation
[CH2:1]=[C:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:25]=[CH:24][C:14]([NH:15]C(=O)C2C=CC=CC=2)=[N:13][C:11]1=[O:12]>N>[CH2:1]=[C:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:25]=[CH:24][C:14]([NH2:15])=[N:13][C:11]1=[O:12]

Participants

3

Reactant 1

HCID 14410678HCID 14410678, compound

Product 1

HCID 3005913119804-96-5Yield 96.1%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 139 mg (0.5 mmol) of 2'-deoxy-2'-methylidene-4-N-benzoylcytidine in 10 ml of methanolic ammonia was stirred at room temperature for 6 hours to cause reaction and the solvent distilled off under reduced pressure. The residue was developed through a silica gel column (1.6×10 cm, 20% ethanol-chloroform being used as a solvent for elution), fractions containing the desired compound collected, 2 ml of 1N hydrochloric acid added, and the solvent distilled off under reduced pressure. The residue was crystallized from acetone-methanol to obtain 115 mg (yield 83%) of 2'-deoxy-2'-methylidenecytidine.

Workup

  1. customreaction
  2. distillationthe solvent distilled off under reduced pressure
  3. washused as a solvent for elution), fractions
  4. additioncontaining the desired compound
  5. customcollected
  6. addition2 ml of 1N hydrochloric acid added
  7. distillationthe solvent distilled off under reduced pressure
  8. customThe residue was crystallized from acetone-methanol

Sources & evidence

ORD record
ord-746fadfcdfc24e39a545d862aeef587c
Source dataset
uspto-grants-1991_09
Patent number
US05047520

Reaction notes

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