2-Aminopyrimidine → HCID 178518708, compound

HRID 637662Notes

Reaction equation

HRID 637662 reaction equation
[CH:1]([CH:3]([O:11][CH:12]([N:15]1[CH:23]=[N:22][C:21]2[C:20](=[O:24])[NH:19][CH:18]=[N:17][C:16]1=2)[CH:13]=[O:14])[CH2:4][P:5]([O:9][Na:10])([O:7][Na:8])=[O:6])=[O:2].[NH2:25][C:26]1[N:31]=[CH:30][CH:29]=[CH:28][N:27]=1>O>[OH:14][CH:13]1[C@H:12]([N:15]2[CH:23]=[N:22][C:21]3[C:20](=[O:24])[NH:19][CH:18]=[N:17][C:16]2=3)[O:11][C@@H:3]([CH2:4][P:5]([O:9][Na:10])([O:7][Na:8])=[O:6])[CH:1]([OH:2])[N:25]1[C:26]1[N:31]=[CH:30][CH:29]=[CH:28][N:27]=1

Participants

4

Reactant 2

HCID 79782-AminopyrimidineHCID 178520903HCID 178520903, compound

Product 1

HCID 178518708HCID 178518708, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

[R-(R*, R*)]-α-(1-Formyl-2-disodiophosphonoethoxy)-1,6-dihydro-6-oxo-9H-purine-9-acetaldehyde, (1.95 g) was dissolved in water (50 ml). To the solution was added 2-aminopyrimidine (0.48 g). The solution was stirred at ambient temperature for 1.3 hours and evaporated in vacuo. The residue was triturated with acetone and dried over phosphorus pentoxide in vacuo to give 9-[(2R, 6R)-3,5-dihydroxy-6-disodiophosphonomethyl-4-(pyrimidin-2-yl)morpholin-2-yl]hypoxanthine (2.1 g).

Workup

  1. customevaporated in vacuo
  2. customThe residue was triturated with acetone
  3. dry with materialdried over phosphorus pentoxide in vacuo

Sources & evidence

ORD record
ord-9913f5cceffa4206aa65ea976cd42ae3
Source dataset
uspto-grants-1985_12
Patent number
US04558047

Reaction notes

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