Loxoprofen → HCID 178460347, compound

HRID 971866Notes

Reaction equation

HRID 971866 reaction equation
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=1.[NH2:19][C@H:20]([C:28]([OH:30])=[O:29])[CH2:21][CH2:22][CH2:23][NH:24][C:25](=[NH:27])[NH2:26]>CC(C)=O.O>[NH2:19][C@H:20]([C:28]([OH:30])=[O:29])[CH2:21][CH2:22][CH2:23][NH:24][C:25](=[NH:26])[NH2:27].[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][C:8]1[CH:9]=[CH:10][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 3965LoxoprofenHCID 178418600HCID 178418600, compound

Product 1

HCID 178460347HCID 178460347, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

To a solution of 1.23 g of 2-[4-(2-oxocyclopentan-1-ylmethyl)phenyl]propionic acid in a mixture of 1.6 ml of acetone and 0.5 ml of water was dropwise added with stirring 2 ml of water containing 0.87 g of L-arginine, the mixture was stirred for 1 hour and acetone and water were removed by distillation under reduced pressure to give 2.1 g of the desired compound, m.p. 101°-110° C.

Workup

  1. additionwas dropwise added
  2. customacetone and water were removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-48560729d04142688955cf9519725183
Source dataset
uspto-grants-1979_07
Patent number
US04161538

Reaction notes

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