Ammonia → HCID 59875466, compound

HRID 1700101Notes

Reaction equation

HRID 1700101 reaction equation
C([O:4][C@H:5]1[C@@H:9]([O:10]C(=O)C)[C@H:8]([N:14]2[CH:22]=[N:21][C:20]3[C:15]2=[N:16][C:17]([C:35]#[N:36])=[N:18][C:19]=3[NH:23][CH2:24][C:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH:28]=[CH:27][CH:26]=2)[O:7][C@@H:6]1[CH2:37][O:38]C(=O)C)(=O)C.N>C(O)C>[OH:10][C@@H:9]1[C@H:5]([OH:4])[C@@H:6]([CH2:37][OH:38])[O:7][C@H:8]1[N:14]1[CH:22]=[N:21][C:20]2[C:15]1=[N:16][C:17]([C:35]#[N:36])=[N:18][C:19]=2[NH:23][CH2:24][C:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69970425HCID 69970425, compound

Product 1

HCID 59875466HCID 59875466, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-{2-cyano-6-[(1-naphthylmethyl)amino]-9H-purin-9-yl}tetrahydro-3-furanyl acetate (3.5 g, 6.27 mmol) (Preparation 13) in ethanol (120 ml) was saturated with ammonia gas and stirred at room temperature for 4 days. The solvent was removed under reduced pressure and the residue was triturated with water (100 mls), filtered and dried to afford the title compound as a solid (2.4 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was triturated with water (100 mls)
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-fa34ef7427b84623be77b020a74a4167
Source dataset
uspto-grants-2002_02
Patent number
US06350735B1

Reaction notes

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