Bromine → HCID 67263299, compound

HRID 2354834Notes

Reaction equation

HRID 2354834 reaction equation
[CH2:1]([NH:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[CH:11][N:12]2[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH:17]=2)=[C:8]([NH2:27])[N:7]=1)[CH2:2][CH2:3][CH3:4].[Br:28]Br>C(Cl)(Cl)Cl>[Br:28][C:11]1[N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH:17]=2)[C:13]2[C:9]([N:10]=1)=[C:8]([NH2:27])[N:7]=[C:6]([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])[N:14]=2

Participants

4

Reactant 2

HCID 24408BromineHCID 23079456HCID 23079456, compound

Product 1

HCID 67263299HCID 67263299, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

After 2-butylamino-9-(3-methoxycarbonylmethylbenzyl)adenine obtained by Reference example 36 (0.23 g, 0.61 mmol) was dissolved in chloroform (10 ml), bromine (0.15 g, 0.92 mmol) was added thereto and the mixture was stirred at room temperature for 1 hour. After removing the solvent, the residue was poured into water and extracted with chloroform. The organic layer was washed with saturated sodium hydrogencarbonate, saturated sodium hydrogensulfite and saturated brine in that order, dried over anhydrous magnesium sulfate and concentrated to give the captioned compound (0.23 g, 0.51 mmol, yield: 83%) as a pale yellow solid.

Workup

  1. customAfter removing the solvent
  2. additionthe residue was poured into water
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with saturated sodium hydrogencarbonate, saturated sodium hydrogensulfite and saturated brine in that order
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-d47ca0afd4bc43818fa29ebe816927b2
Source dataset
uspto-grants-2010_07
Patent number
US07754728B2

Reaction notes

Loading…