Dimethylamine → HCID 59835007, compound

HRID 271254Notes

Reaction equation

HRID 271254 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])=[C:4]([C:19]2[O:20][CH:21]=[CH:22][CH:23]=2)[N:3]=1.[CH3:24][NH:25][CH3:26]>C(O)(C)C.O>[CH3:24][N:25]([CH3:26])[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])=[C:4]([C:19]2[O:20][CH:21]=[CH:22][CH:23]=2)[N:3]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 59835019HCID 59835019, compound

Product 1

HCID 59835007HCID 59835007, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

A solution of 2-chloro-6-(2-furyl)-9-(2-trimethylsilylethoxymethyl)-9H-purine (488 mg, 1.4 mmol) in isopropanol (5 mL) was treated with 40% dimethylamine in water (1 mL), refluxed for 2 h, concentrated in vacuo and purified by chromatography [SiO2; EtOAc Heptane, (1:1)] to give the title compound (431 mg, 86%) as a white solid.

Workup

  1. temperaturerefluxed for 2 h
  2. concentrationconcentrated in vacuo
  3. custompurified by chromatography [SiO2; EtOAc Heptane, (1:1)]

Sources & evidence

ORD record
ord-e15bab32d43f44c2b696e016d9b34c5f
Source dataset
uspto-grants-2008_11
Patent number
US07452894B2

Reaction notes

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