Sodium Bicarbonate → HCID 178497918, compound

HRID 252755

Reaction equation

HRID 252755 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4](Cl)[N:3]=1.Cl.[CH3:13][O:14][C:15](=[O:24])[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][NH2:23])=[CH:18][CH:17]=1.C([O-])(O)=O.[Na+]>O>[CH3:13][O:14][C:15](=[O:24])[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][NH:23][C:4]2[N:3]=[C:2]([Cl:1])[N:10]=[C:9]3[C:5]=2[N:6]=[CH:7][NH:8]3)=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 2729253Methyl 4-(aminomethyl)benzoate hydrochlorideHCID 1784188752,6-dichloro-1H-purine

Product 1

HCID 178497918HCID 178497918, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 2,6-dichloro-9H-purine (1 g, 5.29 mmol), 4-aminomethyl-benzoic acid methyl ester hydrochloride (1.2 equiv., 1.28 g) and NaHCO3 (2.1 equiv., 935 mg, in water was heated at 100° C. The homogeneous solution thus formed was refluxed 30 min. The resulting white precipitate was filtered, washed with cold water and dried under vacuum giving the title compound 241 (1 g, 3.14 mmol, 60%). LRMS calc: 317.7. found: 318.3 (MH)+.

Workup

  1. customThe homogeneous solution thus formed
  2. temperaturewas refluxed 30 min
  3. filtrationThe resulting white precipitate was filtered
  4. washwashed with cold water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-cd092192b3494a3dbb0d3d6ea9f8cd5a
Source dataset
uspto-grants-2011_01
Patent number
US07868204B2

Linked notes

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