Ammonia → 4-Amino-1-(2-c-methyl-beta-d-ribofuranosyl)imidazo[4,5-d]pyridazine

HRID 713725Notes

Reaction equation

HRID 713725 reaction equation
Cl[C:2]1[N:7]=[N:6][CH:5]=[C:4]2[N:8]([C@@H:11]3[O:33][C@H:32]([CH2:34][O:35]C(=O)C4C=CC=CC=4)[C@@H:22]([O:23]C(=O)C4C=CC=CC=4)[C@@:12]3([CH3:44])[O:13]C(=O)C3C=CC=CC=3)[CH:9]=[N:10][C:3]=12.[NH3:45]>CO>[NH2:45][C:2]1[N:7]=[N:6][CH:5]=[C:4]2[N:8]([C@@H:11]3[O:33][C@H:32]([CH2:34][OH:35])[C@@H:22]([OH:23])[C@@:12]3([CH3:44])[OH:13])[CH:9]=[N:10][C:3]=12

Participants

4

Reactant 2

HCID 222AmmoniaHCID 577645174-Chloro-1-(2-c-methyl-2,3,5-tri-o-benzoyl-beta-d-ribofuranosyl)imidazo[4,5-d]pyridazine

Product 1

HCID 577644974-Amino-1-(2-c-methyl-beta-d-ribofuranosyl)imidazo[4,5-d]pyridazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound from Step B (590 mg, 0.96 mmol) was added to a solution of ammonia in methanol and stirred in a steel bomb at 150° C. for 6 hours. The reaction mixture was evaporated to dryness to remove methanol. The crude product was purified on silica gel reverse-phase (C18) using water as eluant to give the title compound (35 mg) as a white powder.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. customto remove methanol
  3. customThe crude product was purified on silica gel reverse-phase (C18)

Sources & evidence

ORD record
ord-4c37b5e6dd28496db55cb10e28609940
Source dataset
uspto-grants-2015_11
Patent number
US09186369B2

Reaction notes

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