4,5-Difluoro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid → 4,5-Difluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

HRID 1047952Notes

Reaction equation

HRID 1047952 reaction equation
[F:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][C:5]([NH:15][C:16](=[O:28])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=1[CH:24]=[C:25]([CH3:27])[CH3:26])([C:12]([OH:14])=[O:13])[CH2:6]2>CO.[Pd]>[F:1][C:2]1[C:10]([F:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][C:5]([NH:15][C:16](=[O:28])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:18]=1[CH2:24][CH:25]([CH3:26])[CH3:27])([C:12]([OH:14])=[O:13])[CH2:6]2

Participants

4

Reactant 1

HCID 251028044,5-Difluoro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid

Product 1

HCID 251611824,5-Difluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4,5-difluoro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid (388) (220 mg, 0.57 mmol) in methanol (40 mL) is hydrogenated using 10% palladium/carbon catalyst at 40 bar and 30° C. using the Thales nanotechnology H-Cube for 24 hours. The methanol is concentrated to dryness in vacuo to give the product (389) as white solid powder.

Workup

  1. customat 40 bar and 30° C.
  2. customfor 24 hours
  3. concentrationThe methanol is concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-38ab2ba0589446ca88fe2531e48a6e1a
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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