Water → HCID 178432309, compound

HRID 869707Notes

Reaction equation

HRID 869707 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]2[O:8][CH2:9][CH2:10][CH2:11][C:5]2=[N:4][C:3]=1[C:12]1[CH:16]=[C:15]([NH:17][C:18](=[O:25])[CH2:19][C:20](OCC)=[O:21])[NH:14][N:13]=1.O>CO.O1CCCC1>[CH3:1][C:2]1[N:7]=[C:6]2[O:8][CH2:9][CH2:10][CH2:11][C:5]2=[N:4][C:3]=1[C:12]1[CH:16]=[C:15]2[N:17]=[C:18]([OH:25])[CH:19]=[C:20]([OH:21])[N:14]2[N:13]=1

Participants

5

Reactant 2

HCID 962WaterHCID 178472231HCID 178472231, compound

Product 1

HCID 178432309HCID 178432309, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of ethyl 3-{[3-(3-methyl-7,8-dihydro-6H-pyrano[2,3-b]pyrazin-2-yl)-1H-pyrazol-5-yl]amino}-3-oxopropanoate (293 mg, 0.848 mmol) and N,N-dimethylaminopyridine (518 mg, 4.24 mmol) in methanol (3 mL), tetrahydrofuran (3 mL), and water (3 mL) was heated for 8 h. After being cooled to ambient temperature, the reaction mixture was concentrated in vacuo. The residue was triturated with ethyl acetate to give 2-(3-methyl-7,8-dihydro-6H-pyrano[2,3-b]pyrazin-2-yl)pyrazolo[1,5-a]pyrimidine-5,7-diol. MS (APCI): m/z 300 (M+H).

Workup

  1. temperaturewas heated for 8 h
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. customThe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-2dc6bbb332b4439a8b4d997ceeaa3dd4
Source dataset
uspto-grants-2015_03
Patent number
US08969376B2

Reaction notes

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