4-(2-Bromoethyl)oxane → 2-{[(1R)-1-Methylbutyl]oxy}-8-(methyloxy)-9-[2-(tetrahydro-2H-Pyran-4-yl)ethyl]-9H-purin-6-amine

HRID 1011142Notes

Reaction equation

HRID 1011142 reaction equation
FC(F)(F)C(O)=O.[CH3:8][C@@H:9]([O:13][C:14]1[NH:15][C:16]([NH2:25])=[C:17]2[C:21]([N:22]=1)=[N:20][C:19]([O:23][CH3:24])=[N:18]2)[CH2:10][CH2:11][CH3:12].Br[CH2:27][CH2:28][CH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[CH3:8][C@@H:9]([O:13][C:14]1[N:22]=[C:21]2[C:17]([N:18]=[C:19]([O:23][CH3:24])[N:20]2[CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[C:16]([NH2:25])[N:15]=1)[CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 226370124-(2-Bromoethyl)oxaneHCID 178448284HCID 178448284, compound

Product 1

HCID 576997892-{[(1R)-1-Methylbutyl]oxy}-8-(methyloxy)-9-[2-(tetrahydro-2H-Pyran-4-yl)ethyl]-9H-purin-6-amine

Procedure

Prepared similarly to Intermediate 223 from 2-{[(1R)-1-methylbutyl]oxy}-8-(methyloxy)-1H-purin-6-amine trifluoroacetate and 4-(2-bromoethyl)tetrahydro-2H-pyran but conducting the alkylation over 1 hour at 60° C.

Workup

  1. customover 1 hour
  2. customat 60° C.

Sources & evidence

ORD record
ord-c9994be50a3f43cbab4317ab538a6f4f
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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