Sodium Bicarbonate → HCID 178497918, compound

HRID 2182461Notes

Reaction equation

HRID 2182461 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

Conditions

Temperature
100 °C

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-69f6231466fd467c8b489a33915a9eb0
Source dataset
uspto-grants-2005_05
Patent number
US06897220B2

Reaction notes

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