Cesium carbonate → HCID 46912311, compound

HRID 2278870Notes

Reaction equation

HRID 2278870 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5](Br)[N:6]2[CH3:16].C([O-])([O-])=O.[Cs+].[Cs+].[NH:24]1[CH:28]=[CH:27][N:26]=[N:25]1>CN(C=O)C>[NH2:1][C:2]1[N:10]=[C:9]([CH2:11][CH2:12][CH2:13][CH2:14][OH:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([N:25]1[N:26]=[CH:27][CH:28]=[N:24]1)[N:6]2[CH3:16]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 66671626HCID 66671626, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 46912311HCID 46912311, 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-1-ol (1.4 g, 4.56 mmol) in anhydrous DMF (20 ml) were added Cs2CO3 (5.9 g, 18.24 mmol) and then 1H-1,2,3-triazole (1.2 g, 1.0 ml, 17.2 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-413f20321fd14d27a716631b38cec137
Source dataset
uspto-grants-2015_09
Patent number
US09133197B2

Reaction notes

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