Hydrochloric Acid → HCID 178432731, compound

HRID 869725Notes

Reaction equation

HRID 869725 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:15]=[C:14]([NH:16][C:17](=[O:24])[CH2:18][C:19](OCC)=[O:20])[NH:13][N:12]=2)[C:8]([CH3:25])=[N:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].C(N(CC)CC)C.O.Cl>CO.O1CCCC1>[CH2:1]([C:5]1[N:10]=[C:9]([C:11]2[CH:15]=[C:14]3[N:16]=[C:17]([OH:24])[CH:18]=[C:19]([OH:20])[N:13]3[N:12]=2)[C:8]([CH3:25])=[N:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8471TriethylamineHCID 178472232HCID 178472232, compound

Product 1

HCID 178432731HCID 178432731, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of ethyl 3-{[3-(6-isobutyl-3-methylpyrazin-2-yl)-1H-pyrazol-5-yl]amino}-3-oxopropanoate (1.13 g, 3.29 mmol) and triethylamine (1.38 mL, 9.88 mmol) in methanol (9 mL), tetrahydrofuran (9 mL), and water (9 mL) was refluxed for 2 h. After being cooled to ambient temperature, the reaction mixture was acidified to pH 2 with 2N aqueous hydrochloric acid and concentrated in vacuo. The residue was triturated with water to give 2-(6-isobutyl-3-methylpyrazin-2-yl)pyrazolo[1,5-a]pyrimidine-5,7-diol. MS (APCI): m/z 300 (M+H).

Workup

  1. temperaturewas refluxed for 2 h
  2. concentrationconcentrated in vacuo
  3. customThe residue was triturated with water

Sources & evidence

ORD record
ord-76429d020bf747a182f945b13cc3dc9c
Source dataset
uspto-grants-2015_03
Patent number
US08969376B2

Reaction notes

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