Bromine → HCID 18546875, compound

HRID 1267594Notes

Reaction equation

HRID 1267594 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[CH2:6][NH:7][C:8]1[N:16]=[C:15]([Cl:17])[N:14]=[C:13]2[C:9]=1[N:10]=[CH:11][N:12]2[CH:18]([CH3:20])[CH3:19].[Br:24]Br.N.CO>O.CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][CH:23]=1)[CH2:6][NH:7][C:8]1[N:16]=[C:15]([Cl:17])[N:14]=[C:13]2[C:9]=1[N:10]=[C:11]([Br:24])[N:12]2[CH:18]([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 24408BromineHCID 18546878HCID 18546878, compoundHCID 21705897Ammonia methanol

Product 1

HCID 18546875HCID 18546875, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 22728543Water ethylacetateSolvent

Procedure

1 mmol of 6-(3-methoxybenzylamino)-2-chloro-9-isopropylpurine was brominated with 1.1 mmol of bromine as described in Example 1. The crude 2,8-dihalogeno derivative prepared was alkalinized with NH3/MeOH and extacted between water-EtOAc. The product crystallizes after partial evaporation of ethylacetate. M.p.123-125° C., yield 88%. MS-ESI(+)m/z 409.5, 411.4, 413.3 [M+H]+

Workup

  1. customThe product crystallizes
  2. customafter partial evaporation of ethylacetate

Sources & evidence

ORD record
ord-7690d18fccf64c93b6ade4a71d5d4e96
Source dataset
uspto-grants-2003_04
Patent number
US06552192B1

Reaction notes

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