2-Furancarbonyl chloride → HCID 14032527, compound

HRID 1722121Notes

Reaction equation

HRID 1722121 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][N:9]=2)[CH2:4][CH2:3]1.[O:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]([Cl:24])=[O:23]>C(Cl)(Cl)Cl>[ClH:24].[O:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]([N:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([CH:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[N:9]1)=[O:23]

Participants

4

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 178480237HCID 178480237, compound

Product 1

HCID 14032527HCID 14032527, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 4.0 g of 3-(1-methyl-4-piperidinyl)-1H-indazole, 2.7 ml of 2-furoyl chloride (95% pure) and 60 ml of chloroform was refluxed for 3 hrs. The mixture was filtered. The filtrate was evaporated under reduced pressure, the residue was triturated with ethyl acetate and the solid was collected. The solid and filtrate were combined and recrystallized twice from ethanol to yield 3.3 g (51.5%) of product, mp 268°-270° C.

Workup

  1. temperaturewas refluxed for 3 hrs
  2. filtrationThe mixture was filtered
  3. customThe filtrate was evaporated under reduced pressure
  4. customthe residue was triturated with ethyl acetate
  5. customthe solid was collected
  6. customrecrystallized twice from ethanol

Sources & evidence

ORD record
ord-4307789573844094b15f329e776ff7d6
Source dataset
uspto-grants-1989_08
Patent number
US04853470

Reaction notes

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