HCID 18424235, compound → HCID 18424342, compound

HRID 1275265Notes

Reaction equation

HRID 1275265 reaction equation
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([C:8]([C:10]2[N:14]([CH3:15])[C:13]([CH2:16][C:17]#[N:18])=[CH:12][CH:11]=2)=[O:9])=[CH:6][CH:5]=1)([O-])=O>[Pd].C(OCC)(=O)C>[NH2:1][C:4]1[CH:20]=[CH:19][C:7]([C:8]([C:10]2[N:14]([CH3:15])[C:13]([CH2:16][C:17]#[N:18])=[CH:12][CH:11]=2)=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 18424235HCID 18424235, compound

Product 1

HCID 18424342HCID 18424342, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 7 g. (0.026 mole) of 5-(p-nitrobenzoyl)-1-methylpyrrole-2-acetonitrile in 450 ml. of ethyl acetate containing 1 g. palladium-on-carbon catalyst is hydrogenated in a Parr shaker under 44 p.s.i. of hydrogen until the theoretical amount of hydrogen is consumed. The catalyst is filtered off, and the solvent evaporated in vacuo. A yellow solid, 5-(p-aminobenzoyl)-1-methylpyrrole-2-acetonitrile remains, m.p. 137-142° C.

Workup

  1. customof hydrogen until the theoretical amount of hydrogen is consumed
  2. filtrationThe catalyst is filtered off
  3. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-7c190e52ef264349a4a509c4205a854c
Source dataset
uspto-grants-2000_12
Patent number
US06160003

Reaction notes

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