Hydrochloric Acid → HCID 135730603, compound

HRID 354170Notes

Reaction equation

HRID 354170 reaction equation
[OH-].[Na+].[CH2:3]([O:7][C:8]1[C:17]([C:18]2[NH:19][C:20](=[O:33])[C:21]3[C:22](=[C:24]([CH2:31][CH3:32])[N:25]([CH2:27][CH2:28][O:29][CH3:30])[N:26]=3)[N:23]=2)=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][N:9]=1)[CH2:4][CH2:5][CH3:6].Cl>O1CCOCC1>[CH2:3]([O:7][C:8]1[C:17]([C:18]2[NH:19][C:20](=[O:33])[C:21]3[C:22](=[C:24]([CH2:31][CH3:32])[N:25]([CH2:27][CH2:28][O:29][CH3:30])[N:26]=3)[N:23]=2)=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=1)[CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 135730626HCID 135730626, compound

Product 1

HCID 135730603HCID 135730603, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Sodium hydroxide (0.52 mL of 2N) was added to a solution of methyl 6-butoxy-5-[3-ethyl-2-(2-methoxyethyl)-7-oxo-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-5-yl]nicotinate (Example 2) (226 mg, 0.53 mmol) in dioxane. The solution was stirred for 14 h. The pH was adjusted to pH 2-3 with hydrochloric acid (1N) and the mixture concentrated to dryness. Hot ethanol was added to the solid and the slurry filtered. The ethanol solution was concentrated and the resulting solid was washed with dichloromethane resulting in the title compound (156 mg, 72%).

Workup

  1. concentrationthe mixture concentrated to dryness
  2. additionHot ethanol was added to the solid
  3. filtrationthe slurry filtered
  4. concentrationThe ethanol solution was concentrated
  5. washthe resulting solid was washed with dichloromethane resulting in the title compound (156 mg, 72%)

Sources & evidence

ORD record
ord-95d03423a20f4daf90786f6ef1976e71
Source dataset
uspto-grants-2004_06
Patent number
US06756373B1

Reaction notes

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