1-Butanol → 5,6-Dihydro-5-oxopyrazolo[1,5-c]quinazoline-2-carboxylic acid, n-butyl ester

HRID 616950Notes

Reaction equation

HRID 616950 reaction equation
[O:1]=[C:2]1[N:11]2[N:12]=[C:13]([C:15](Cl)=[O:16])[CH:14]=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1.C([OH:22])CCC.N1C=[CH:27][CH:26]=[CH:25][CH:24]=1>>[O:1]=[C:2]1[N:11]2[N:12]=[C:13]([C:15]([O:16][CH2:24][CH2:25][CH2:26][CH3:27])=[O:22])[CH:14]=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1

Participants

4

Reactant 3

HCID 2631-ButanolHCID 1049PyridineHCID 135735624HCID 135735624, compound

Product 1

HCID 1363883965,6-Dihydro-5-oxopyrazolo[1,5-c]quinazoline-2-carboxylic acid, n-butyl ester

Procedure

To a suspension of 4.6 g (0.019 mole) of 5,6-dihydro-5-oxopyrazolo[1,5-c]quinazoline-2-carbonyl chloride in 200 ml of pyridine under nitrogen is added, slowly in a dropwise fashion, a solution of 1.98 g (0.019 mole) of n-butanol. After stirring overnight at room temperature, the reaction mixture is filtered and the filtrate concentrated to a small volume and diluted with cold water. The title compound is filtered off and dried, m.p. 198°-200°.

Workup

  1. additionis added, slowly in a dropwise fashion
  2. filtrationthe reaction mixture is filtered
  3. concentrationthe filtrate concentrated to a small volume
  4. additiondiluted with cold water
  5. filtrationThe title compound is filtered off
  6. customdried

Sources & evidence

ORD record
ord-8ea79b463d584272bb1365c004706e6d
Source dataset
uspto-grants-1978_02
Patent number
US04076818

Reaction notes

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