Ethyl Acetate → HCID 90014563, compound

HRID 1484509Notes

Reaction equation

HRID 1484509 reaction equation
[CH3:1][C:2]1[C:3]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][CH3:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1.CCOC(C)=O>CO>[NH2:8][C:6]1[CH:7]=[C:2]([CH3:1])[C:3]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][CH3:20])[CH:13]=2)=[N:4][CH:5]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 90014581HCID 90014581, compound2×

Product 1

HCID 90014563HCID 90014563, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-methyl-5-nitro-2-{[3-(2-methylethyl)phenyl]oxy}-pyridine (Intermediate 24, 279 mg, 1.03 mmol) in MeOH (20 mL) and EtOAc (20 mL) Pd/C (10%, 28 mg, 0.1 wet. e.q.) was added and the flask was evacuated and backfilled with H2. The resulting mixture was stirred at r. t. under H2 atmosphere overnight and filtered through a pad of Celite. The filtrate was concentrated in vacuo to afford the title compound (200 mg) as a grey solid.

Workup

  1. customthe flask was evacuated
  2. filtrationunder H2 atmosphere overnight and filtered through a pad of Celite
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-ea5f2a82e4e7491f841f6b50e03927ce
Source dataset
uspto-grants-2016_08
Patent number
US09422252B2

Reaction notes

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