Methanol → HCID 53947038, compound

HRID 1108422Notes

Reaction equation

HRID 1108422 reaction equation
[NH2:1][C:2]1[C:3]2[N:10]=[N:9][N:8]([C@@H:11]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]3[OH:13])[C:4]=2[N:5]=[CH:6][N:7]=1.CO[CH:22](OC)[N:23]([CH3:25])[CH3:24].CO.C(Cl)Cl.CO>CN(C=O)C>[CH3:22][N:23]([CH:25]=[N:1][C:2]1[C:3]2[N:10]=[N:9][N:8]([C@@H:11]3[O:17][C@H:16]([CH2:18][OH:19])[C@@H:14]([OH:15])[C@H:12]3[OH:13])[C:4]=2[N:5]=[CH:6][N:7]=1)[CH3:24]

Participants

6

Reactant 4

HCID 887MethanolHCID 78373Dimethylformamide dimethyl acetalHCID 9641010299-44-2HCID 21226129Dichloromethane methanol

Product 1

HCID 53947038HCID 53947038, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

100 mg (0.37 mmol) of 7-amino-3-β-D-ribofuranosyl-(3H)-1,2,3-triazolo[4,5-d]pyrimidine are left to stir overnight, at room temperature, in 2 ml of dry DMF and 0.25 ml (1.85 mmol) of N,N-dimethylformamide dimethyl acetal. 4 ml of methanol is then added to this reaction mixture. After having been stirred for a further 2 hours, the mixture is evaporated to dryness, and the residue is coevaporated with toluene and then chromatographed on silica gel. (Column: 3×20 cm, eluent CH2Cl2 /MeOH 98:2-90:10). 0.06 g (52%) of a colorless, glassy solidified substance is obtained in the main zone. TLC (silica gel, CH2Cl2 /MeOH=9:1): Rf =0.25 UV λmax (ε)=235, 325.

Workup

  1. customthe mixture is evaporated to dryness
  2. customchromatographed on silica gel
  3. custom0.06 g (52%) of a colorless, glassy solidified substance is obtained in the main zone

Sources & evidence

ORD record
ord-52c4f76e181a4fd0b3229e3eea18ab83
Source dataset
uspto-grants-2000_05
Patent number
US06066720

Reaction notes

Loading…