Hydrochloric Acid → HCID 178508451, compound

HRID 1684989Notes

Reaction equation

HRID 1684989 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([OH:23])[N:8]2[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][C:19]([O:21]C)=[O:20])[CH:13]=2)=[C:4]([NH2:24])[N:3]=1.Cl>[OH-].[Na+].CO>[C:19]([CH2:18][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[CH2:11][N:8]1[C:7]([OH:23])=[N:6][C:5]2[C:9]1=[N:10][C:2]([Cl:1])=[N:3][C:4]=2[NH2:24])([OH:21])=[O:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178499412HCID 178499412, compound

Product 1

HCID 178508451HCID 178508451, compoundYield 51.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
100 °C

Procedure

2-Chloro-8-hydroxy-9-(3-methoxycarbonylmethylbenzyl)adenine (50 mg, 0.14 mmol) obtained by Example 98 was dissolved in a mixed solvent of 1N sodium hydroxide solution (5 ml) and methanol (5 ml), and the solution was stirred at 100° C. for 5 minutes. The solution was neutralized with 12N hydrochloric acid and the solvent was removed. The residue was added to water, the resulting solid was filtered and washed with water to give the captioned compound (24 mg, 0.072 mmol, yield: 50%) as a pale red solid.

Workup

  1. customthe solvent was removed
  2. additionThe residue was added to water
  3. filtrationthe resulting solid was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-262c15bd888343fcae17d0bc08aae3a8
Source dataset
uspto-grants-2012_04
Patent number
US08148371B2

Reaction notes

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