Tetrahydrofuran → HCID 21712148, compound

HRID 650499Notes

Reaction equation

HRID 650499 reaction equation
[Cl:1][C:2]1[C:3](=[O:27])[N:4]([CH2:20][CH2:21][CH:22]2OCC[O:23]2)[C:5]([C:9]2[C:13]([Cl:14])=[C:12]([O:15][CH:16]([F:18])[F:17])[N:11]([CH3:19])[N:10]=2)=[C:6]([F:8])[CH:7]=1.O1CCCC1>Cl.C(OCC)C>[Cl:1][C:2]1[C:3](=[O:27])[N:4]([CH2:20][CH2:21][CH:22]=[O:23])[C:5]([C:9]2[C:13]([Cl:14])=[C:12]([O:15][CH:16]([F:17])[F:18])[N:11]([CH3:19])[N:10]=2)=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 21712154HCID 21712154, compound

Product 1

HCID 21712148HCID 21712148, compoundYield 64.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent2×

Procedure

0.40 g of 3-chloro-6-(4-chloro-5-difluoromethoxy-1-methyl-[1H]-pyrazol-3-yl)-1-(2-[1.3]-dioxolan-2-ylethyl)-5-fluoro-[1H]-pyridin-2-one is stirred overnight at 22° C. in a mixture of 6 ml of 2N hydrochloric acid and 6 ml of diethyl ether. The next day, the same amount of the mixture together with 2 ml of tetrahydrofuran are added and the mixture is again stirred overnight. The mixture is subsequently diluted with diethyl ether and washed three times with brine, dried over sodium sulfate, filtered and concentrated to dryness in vacuo. 0.23 g of the desired compound (crude) is obtained in the form of a yellow oil.

Workup

  1. washwashed three times with brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-3e2340ae37974cb8a13817b497f00797
Source dataset
uspto-grants-2001_08
Patent number
US06274536B1

Reaction notes

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