HCID 11396254, compound → HCID 16735701, compound

HRID 722102Notes

Reaction equation

HRID 722102 reaction equation
[Br:1][C:2]1[C:19]([O:20][CH3:21])=[C:18]([O:22][CH3:23])[C:17]([O:24][CH3:25])=[CH:16][C:3]=1[CH2:4][N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][C:8]([NH2:15])=[N:9][C:10]=2Cl.[CH3:26][O:27][Na]>CO>[Br:1][C:2]1[C:19]([O:20][CH3:21])=[C:18]([O:22][CH3:23])[C:17]([O:24][CH3:25])=[CH:16][C:3]=1[CH2:4][N:5]1[CH:13]=[N:12][C:11]2[C:6]1=[N:7][C:8]([NH2:15])=[N:9][C:10]=2[O:27][CH3:26]

Participants

4

Reactant 2

HCID 11396254HCID 11396254, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 16735701HCID 16735701, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 9-(2-bromo-3,4,5-trimethoxy-benzyl)-6-chloro-9H-purin-2-ylamine (see example 51) in MeOH was treated with MeONa at reflux for 1 h. Work-up and purification by preparative TLC (EtOAc:hexane 1:1) gave the title compound. HPLC Rt: 5.229 min. 1H-NMR (CDCl3): δ 7.69 (s, 1H), 6.58 (s, 1H), 5.33 (s, 2H), 4.88 (s, 2H), 4.11 (s, 3H), 3.93 (s, 3H), 3.89 (s, 3H), 3.74 (s, 3H).

Workup

  1. temperatureat reflux for 1 h
  2. custompurification by preparative TLC (EtOAc:hexane 1:1)

Sources & evidence

ORD record
ord-a9ae01ea91d44524828e727a4f8ac041
Source dataset
uspto-grants-2006_11
Patent number
US07138401B2

Reaction notes

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