N-bromobutanimide → HCID 57699765, compound

HRID 1010999Notes

Reaction equation

HRID 1010999 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)=[C:9]([NH2:22])[N:8]=1)[CH3:2].C1C(=O)N([Br:30])C(=O)C1>ClCCl>[Br:30][C:12]1[N:13]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[C:14]2[C:10]([N:11]=1)=[C:9]([NH2:22])[N:8]=[C:7]([O:6][CH2:5][CH2:4][O:3][CH2:1][CH3:2])[N:15]=2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 57699670HCID 57699670, compound

Product 1

HCID 57699765HCID 57699765, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 2-{[2-(ethyloxy)ethyl]oxy}-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (7.8 g, 25.4 mmol) in dichloromethane (100 ml) and NBS (5 g, 27.9 mmol) added with stirring. After 2 h, the solvent was removed. The product was purified through a silica column using petroleum ether: ethyl acetate 2:1 as eluent, which was a pale yellow solid (7.8 g, 79.6%).

Workup

  1. customthe solvent was removed
  2. customThe product was purified through a silica column

Sources & evidence

ORD record
ord-58e33d169e37465ea367554a476184f5
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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