Water → HCID 178520131, compound

HRID 1180083Notes

Reaction equation

HRID 1180083 reaction equation
C([O:3][C:4]([C:6]1[N:14]=[CH:13][N:12]=[C:11]2[C:7]=1[N:8]=[CH:9][N:10]2C1CCCCO1)=[CH2:5])C.O.[Br:22]N1C(=O)CCC1=O>O1CCCC1>[Br:22][CH2:3][C:4]([C:6]1[N:14]=[CH:13][N:12]=[C:11]2[C:7]=1[N:8]=[CH:9][NH:10]2)=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 69184415HCID 69184415, compound

Product 1

HCID 178520131HCID 178520131, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6-(1-ethoxyvinyl)-9-tetrahydro-2H-pyran-2-yl-9H-purine (430 mg, 1.57 mmols), being prepared as described in Tetrahedron, 53 (6), 2291-2302, (1997), in tetrahydrofuran (24 ml) and water (1.5 ml) was treated with N-bromo-succinimide (NBS, 280 mg, 1.57 mmols) and kept at room temperature for 15 minutes. The solution was evaporated under reduced pressure, taken up with water and filtered to obtain the title compound (312 mg, Y=82%) as a yellow solid.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. filtrationfiltered

Sources & evidence

ORD record
ord-612d71a65bcf4d06a3f25aeb7f0c6feb
Source dataset
uspto-grants-2007_10
Patent number
US07279575B2

Reaction notes

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