HCID 54365226, compound → HCID 20194687, compound

HRID 1380658Notes

Reaction equation

HRID 1380658 reaction equation
C1(C[O:8][C:9](=[O:33])[CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:21]=2[N:20]([C:22](=[O:31])[C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[C:19](=[O:32])[CH2:18][CH2:17]3)C=CC=CC=1>[Pd]>[CH3:30][O:29][C:26]1[CH:25]=[CH:24][C:23]([C:22]([N:20]2[C:21]3[C:16](=[CH:15][CH:14]=[CH:13][C:12]=3[CH2:11][CH2:10][C:9]([OH:33])=[O:8])[CH2:17][CH2:18][C:19]2=[O:32])=[O:31])=[CH:28][CH:27]=1

Participants

3

Reactant 1

HCID 54365226HCID 54365226, compound

Product 1

HCID 20194687HCID 20194687, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumSolvent

Procedure

A solution of 1-(4-methoxybenzoyl)-1,2,3,4-tetrahydro-2-oxo-8-quinolinepropanoic acid phenylmethyl ester (10 g, 0.023 mole) is dissolved in tetrahydroferan (250 ml) and 1 g of 20% Pd/C is added. The mixture is shaken under an atmosphere of H2 gas until H2 absorption is complete. The mixture is filtered and concentrated at reduced pressure to yield after trituration with anhydrous diethylether and drying, 1-(4-methoxybenzoyl)-1,2,3, 4-tetrahydro-2-oxo-8-quinolinepropanoic acid.

Workup

  1. additionis added
  2. filtrationThe mixture is filtered
  3. concentrationconcentrated at reduced pressure
  4. customto yield after trituration with anhydrous diethylether
  5. customdrying

Sources & evidence

ORD record
ord-9e48c2aaf40d4a6ebf7d0a37a55e7e64
Source dataset
uspto-grants-1986_04
Patent number
US04582909

Reaction notes

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