HCID 131725989, compound → HCID 178494824, compound

HRID 1244764Notes

Reaction equation

HRID 1244764 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[N:13]=[C:12]2[C:8]([N:9]=[CH:10][NH:11]2)=[C:7]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:6]=1.CN(C=O)C.[Br:25]Br>>[Br:25][C:10]1[NH:11][C:12]2[C:8]([N:9]=1)=[C:7]([N:14]1[CH2:15][CH2:16][O:17][CH2:18][CH2:19]1)[N:6]=[C:5]([CH2:4][CH2:3][O:2][CH3:1])[N:13]=2

Participants

3

Reactant 2

HCID 131725989HCID 131725989, compoundHCID 178494826HCID 178494826, compound

Product 1

HCID 178494824HCID 178494824, compoundYield 84.1%

Conditions

Temperature
110 °C

Procedure

To a solution of 2-(2-methoxy-ethyl)-6-morpholin-4-yl-9H-purine (0.46 g, 1.7 mmol) in 1 mL of DMF bromine (0.34 g, 1.2 eq) was added dropwise, and a resulted solution was heated at 110° C. for 30 minutes. Solvent was removed in vacuo, a residue was dissolved in dichloromethane, washed with water, brine and dried over MgSO4. Residue was purified by passing through silica gel (eluent dichloromethane:acetone:methanol 3:1:0.25) to afford 8-bromo-2-(2-methoxy-ethyl)-6-morpholin-4-yl-9H-purine (0.42 g, 70%).

Workup

  1. customSolvent was removed in vacuo
  2. dissolutiona residue was dissolved in dichloromethane
  3. washwashed with water, brine
  4. dry with materialdried over MgSO4
  5. customResidue was purified

Sources & evidence

ORD record
ord-b65ad47279e54b5182c80f8bce0a18ff
Source dataset
uspto-grants-2006_10
Patent number
US07122665B2

Reaction notes

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