Hydrochloric Acid → HCID 57977444, compound

HRID 1866089Notes

Reaction equation

HRID 1866089 reaction equation
[CH3:1][CH:2]([NH:6][C:7]1[N:12]2[N:13]=[CH:14][C:15]([C:16]([O:18]C)=[O:17])=[C:11]2[N:10]=[C:9]([O:20][CH3:21])[C:8]=1[C:22]1[S:23][CH:24]=[CH:25][C:26]=1[CH3:27])[CH:3]([CH3:5])[CH3:4].O1CCOCC1.[OH-].[Na+].Cl>O>[CH3:1][CH:2]([NH:6][C:7]1[N:12]2[N:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[C:11]2[N:10]=[C:9]([O:20][CH3:21])[C:8]=1[C:22]1[S:23][CH:24]=[CH:25][C:26]=1[CH3:27])[CH:3]([CH3:4])[CH3:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 57977443HCID 57977443, compound

Product 1

HCID 57977444HCID 57977444, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
22 °C

Procedure

At room temperature, 0.2 g (0.55 mmol) of methyl 7-(1,2-dimethylpropylamino)-5-methoxy-6-(3-methylthiophen-2-yl)pyrazolo[1,5-α]pyrimidine-3-carboxylate was mixed with a mixture of 5 ml of 1,4-dioxane and 2.5 ml (2.5 mmol) of a 1 N sodium hydroxide solution. The mixture was then stirred at 22° C. for 16 hours. 5 ml of water and 3 ml of 1 N hydrochloric acid were added to the reaction mixture. The precipitate formed was filtered off, washed with water and dried. This gave 0.2 g of 7-(1,2-dimethylpropylamino)-5-methoxy-6-(3-methylthiophen-2-yl)pyrazolo[1,5-α]-pyrimidine-3-carboxylic acid (logPs=3.65; content according to HPLC: 96%).

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-6bb3a7326b6346e99ecdab9d18430643
Source dataset
uspto-grants-2009_12
Patent number
US07629294B2

Reaction notes

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