Bromine → HCID 67263299, compound

HRID 1684969Notes

Reaction equation

HRID 1684969 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-c4011e16635e4341b8a47ea5afa04710
Source dataset
uspto-grants-2012_04
Patent number
US08148371B2

Reaction notes

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