2-Furancarbonyl chloride → HCID 18973113, compound

HRID 2394374Notes

Reaction equation

HRID 2394374 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[N:9][CH:10]=1)[N:7]([CH2:11][CH3:12])[C:6](=[O:13])[CH2:5]2.[O:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19](Cl)=[O:20]>CN(C)C1C=CN=CC=1.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[N:9][CH:10]=1)[N:7]([CH2:11][CH3:12])[C:6](=[O:13])[CH:5]2[C:19]([C:15]1[O:14][CH:18]=[CH:17][CH:16]=1)=[O:20]

Participants

5

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 18973025HCID 18973025, compound2×

Product 1

HCID 18973113HCID 18973113, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from 5-chloro-1-ethyl-7-azaoxindole (Example 53D) according to the procedure of Example 53E, using 5-chloro-1-ethyl-7-azaoxindole (405 mg, 2.06 mmol), 4-dimethylaminopyridine (500 mg, 4.09 mmol), 2-furoyl chloride (0.22 mL, 2.23 mmol) and DMF (10 mL). The solid product obtained following chromatography was recrystallized from hexane. The yield was 110 mg (18%).

Workup

  1. customThe solid product obtained
  2. customwas recrystallized from hexane

Sources & evidence

ORD record
ord-a2b54ea3fd944c3d8262740f7a884c90
Source dataset
uspto-grants-1998_09
Patent number
US05811432

Reaction notes

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