HCID 14410678, compound → 119804-96-5

HRID 1463446Notes

Reaction equation

HRID 1463446 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 reduce 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
  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-2dedaa096f9c4300a11749816c8cbf3e
Source dataset
uspto-grants-1994_04
Patent number
US05300636

Reaction notes

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