3,4-dihydro-2H-pyran → 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

HRID 928536Notes

Reaction equation

HRID 928536 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][NH:6]2.[O:11]1[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12]1>>[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][O:11]1

Participants

3

Reactant 2

HCID 80803,4-dihydro-2H-pyranHCID 178478393HCID 178478393, compound

Product 1

HCID 977406-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

Procedure

In one embodiment, PG2 is 2-tetrahydropyranyl. In some embodiments, X is selected from fluoro, chloro, bromo, and iodo. In one embodiment, X is chloro. In certain embodiments, the step comprises combining 6-chloro-9H-purine with 3,4-dihydro-2H-pyran to afford 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine.

Sources & evidence

ORD record
ord-9ac6f663c2584328bf82a78047e16d07
Source dataset
uspto-grants-2016_03
Patent number
US09290497B2

Reaction notes

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