HCID 118223449, compound → HCID 118223440, compound

HRID 2200110Notes

Reaction equation

HRID 2200110 reaction equation
[F:1][C:2]1[CH:21]=[C:20]([N+:22]([O-])=O)[CH:19]=[CH:18][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12]([C:14]2([CH3:17])[CH2:16][CH2:15]2)=[O:13])[CH:6]=1>C(Cl)Cl.[Pd]>[NH2:22][C:20]1[CH:19]=[CH:18][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12]([C:14]3([CH3:17])[CH2:16][CH2:15]3)=[O:13])[CH:6]=2)=[C:2]([F:1])[CH:21]=1

Participants

4

Reactant 1

HCID 118223449HCID 118223449, compound

Product 1

HCID 118223440HCID 118223440, compoundYield 69.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

Dissolve N-[4-(2-fluoro-4-nitro-phenoxy)-2-pyridyl]-1-methyl-cyclopropanecarboxamide (160 mg, 0.48 mmol) in DCM (30 mL), add Pd/C (10%, 55 mg), flush with H2. Stir the reaction at room temperature under H2 atmosphere for 2 hrs. Filter the reaction mixture; concentrate the filtrate under reduced pressure to give the crude product (100 mg) which is used without further purification. MS: (M+1): 302.2.

Workup

  1. customflush with H2
  2. customthe reaction at room temperature under H2 atmosphere for 2 hrs
  3. filtrationFilter the reaction mixture
  4. concentrationconcentrate the filtrate under reduced pressure

Sources & evidence

ORD record
ord-1386922f32544e86a144a2d31257218f
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

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