HCID 66777068, compound → HCID 66678431, compound

HRID 2278875Notes

Reaction equation

HRID 2278875 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([CH2:11][CH2:12][CH:13]([OH:15])[CH3:14])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5](Br)[N:6]2[CH3:16].[NH:18]1[CH:22]=[CH:21][N:20]=[N:19]1>CN(C=O)C>[NH2:1][C:2]1[N:10]=[C:9]([CH2:11][CH2:12][CH:13]([OH:15])[CH3:14])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([N:19]1[N:20]=[CH:21][CH:22]=[N:18]1)[N:6]2[CH3:16]

Participants

4

Reactant 2

HCID 66777068HCID 66777068, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 66678431HCID 66678431, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 4-(6-amino-8-bromo-9-methyl-9H-purin-2-yl)butan-2-ol (1.4 g, 4.56 mmol) in anhydrous DMF (20 ml) were added CsCO3 (5.9 g, 18.24 mmol) and 1H-1,2,3-triazole (1.2 g, 1.0 ml, 18.24 mmol). The mixture was stirred overnight at 90° C. The solvent was evaporated under reduced pressure to give a residue that was purified by flash chromatography (DCM/MeOH: 93/7).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customto give a residue that
  3. customwas purified by flash chromatography (DCM/MeOH: 93/7)

Sources & evidence

ORD record
ord-ebc4dd0c59d14055adba7f2827068761
Source dataset
uspto-grants-2015_09
Patent number
US09133197B2

Reaction notes

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