Bohemine → HCID 11774448, compound

HRID 1267593Notes

Reaction equation

HRID 1267593 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[CH:11][N:12]2[CH:15]([CH3:17])[CH3:16])=[C:8]([NH:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:7]=1.[Br:26]Br>C(Cl)(Cl)Cl>[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([Br:26])[N:12]2[CH:15]([CH3:17])[CH3:16])=[C:8]([NH:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:7]=1

Participants

4

Reactant 2

HCID 2422BohemineHCID 24408Bromine

Product 1

HCID 11774448HCID 11774448, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1 mmol of 2-(3-hydroxypropylamino)-6-benzylamino-9-isopropylpurine was dissolved in chloroform and 1.1 mmol of bromine was added. The 8-bromo derivative hydrobromide was removed by filtration and crystallized from n-propanol-ether. M.p. 156-161° C. Yield 90%. TLC: chloroform-methanol (96:4), single spot. MS-ESI(+)m/z: 420, 422 [M+H]+

Workup

  1. customThe 8-bromo derivative hydrobromide was removed by filtration
  2. customcrystallized from n-propanol-ether

Sources & evidence

ORD record
ord-9e53c674c60c433c8f9338e326f440a6
Source dataset
uspto-grants-2003_04
Patent number
US06552192B1

Reaction notes

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