Ammonia → 1,3-Propanediol, 2-[(2,6-diamino-9H-purin-9-yl)methoxy]-

HRID 1731427Notes

Reaction equation

HRID 1731427 reaction equation
C([NH:4][C:5]1[N:13]=[C:12]2[C:8]([N:9]=[CH:10][N:11]2[CH2:14][O:15][CH:16]([CH2:25][O:26]C(=O)C(C)(C)C)[CH2:17][O:18]C(=O)C(C)(C)C)=[C:7](Cl)[N:6]=1)(=O)C.[NH3:34]>>[NH2:4][C:5]1[N:13]=[C:12]2[C:8]([N:9]=[CH:10][N:11]2[CH2:14][O:15][CH:16]([CH2:25][OH:26])[CH2:17][OH:18])=[C:7]([NH2:34])[N:6]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 13691159HCID 13691159, compound

Product 1

HCID 30100991,3-Propanediol, 2-[(2,6-diamino-9H-purin-9-yl)methoxy]-

Procedure

A solution of 2-acetylamino-6-chloro-9-[1,3-di(2,2-dimethylpropanoyloxy)-2-propoxymethyl]purine (200 mg) in methanolic ammonia (15 ml) was heated in a Parr bomb at 90° C. for 18 hours. The solution was evaporated and the residue recrystallized from methanol to give 136 mg of 2,6-diamino-9-(1,3-dihydroxy-2-propoxymethyl)purine, m.p. 176°-177° C.

Workup

  1. customThe solution was evaporated
  2. customthe residue recrystallized from methanol

Sources & evidence

ORD record
ord-82fbb2b39b58483e93f0b6f7ad7b8ec5
Source dataset
uspto-grants-1986_11
Patent number
US04621140

Reaction notes

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