Pyridine → HCID 15678783, compound

HRID 1090195Notes

Reaction equation

HRID 1090195 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([OH:16])=[CH:13][CH:14]=3)[C:9]([CH3:17])=[C:8]2[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:31](OC(=O)C)(=[O:33])[CH3:32]>C(Cl)Cl>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][C:31](=[O:33])[CH3:32])=[CH:13][CH:14]=3)[C:9]([CH3:17])=[C:8]2[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 156787821-[(4-Chlorophenyl)methyl]-5-hydroxy-3-methyl-1H-indole-2-propanoic acid

Product 1

HCID 15678783HCID 15678783, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using the title compound of Example 23 as starting material, (1 g) was dissolved in CH2Cl2 (20 ml) at 0° C. and 1 ml pyridine added. 1.8 g acetic anhydride was added and the reaction let stir at 23° for 16 hours. The organic phase was washed with H2O (5×5 ml), evaporated and chromatographed.

Workup

  1. washThe organic phase was washed with H2O (5×5 ml)
  2. customevaporated
  3. customchromatographed

Sources & evidence

ORD record
ord-dda8ff010adc4d12b3e2364368d8d53c
Source dataset
uspto-grants-1992_01
Patent number
US05081145

Reaction notes

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