Sodium Bicarbonate → HCID 178497918, compound

HRID 736482Notes

Reaction equation

HRID 736482 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-e54780fe73f34ea39a9af4291ec90730
Source dataset
uspto-grants-2009_09
Patent number
US07595343B2

Reaction notes

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