HCID 178472238, compound → HCID 178468554, compound

HRID 869711Notes

Reaction equation

HRID 869711 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]([NH:8][C:9]1[NH:13][N:12]=[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:10]=1)=[O:7])C>C(O)C.O>[OH:7][C:6]1[CH:5]=[C:4]([OH:3])[N:13]2[N:12]=[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:10]=[C:9]2[N:8]=1

Participants

4

Reactant 1

HCID 178472238HCID 178472238, compound

Product 1

HCID 178468554HCID 178468554, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of ethyl 5-[(3-ethoxy-3-oxopropanoyl)amino]-1H-pyrazole-3-carboxylate (2.60 g, 9.66 mmol) in ethanol (50 mL) and water (50 mL) was added N,N-dimethylaminopyridine (3.54 g, 29.0 mmol) at room temperature. After being stirred for 22 h, the reaction mixture was concentrated in vacuo. The residue was triturated with ethyl acetate/ethanol to give ethyl 5,7-dihydroxypyrazolo[1,5-a]pyrimidine-2-carboxylate. MS (APCI): m/z 224 (M+H), 123 (M+H, DMAP).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe residue was triturated with ethyl acetate/ethanol

Sources & evidence

ORD record
ord-05a15b12a89e4121a84d4cf6ddb8cbaa
Source dataset
uspto-grants-2015_03
Patent number
US08969376B2

Reaction notes

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