HCID 21948840, compound → HCID 21948852, compound

HRID 2054951Notes

Reaction equation

HRID 2054951 reaction equation
Br[C:2]1[C:3]([NH:15][CH2:16][C:17]([C:31]([F:34])([F:33])[F:32])([OH:30])[CH2:18][C:19]([C:22]2[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=2[OH:29])([CH3:21])[CH3:20])=[C:4]2[C:9](=[C:10](Br)[CH:11]=1)[N:8]=[C:7]([NH:13][CH3:14])[CH:6]=[CH:5]2>[Pd]>[F:28][C:26]1[CH:25]=[CH:24][C:23]([OH:29])=[C:22]([C:19]([CH3:20])([CH3:21])[CH2:18][C:17]([C:31]([F:32])([F:33])[F:34])([OH:30])[CH2:16][NH:15][C:3]2[CH:2]=[CH:11][CH:10]=[C:9]3[C:4]=2[CH:5]=[CH:6][C:7]([NH:13][CH3:14])=[N:8]3)[CH:27]=1

Participants

3

Reactant 1

HCID 21948840HCID 21948840, compound

Product 1

HCID 21948852HCID 21948852, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

45 mg (0.07 mmol) of 1-(6,8-dibromo-2-(methylamino)quinolin-5-ylamino)-4-(5-fluoro-2-hydroxyphenyl)-4-methyl-2-(trifluoromethyl)pentan-2-ol and 50 mg of 10% Pd—C are stirred in 2 ml for 90 minutes under hydrogen atmosphere. The batch is filtered and concentrated by evaporation. Column chromatography on silica gel with ethyl acetate-MeOH yields 19 mg of the product.

Workup

  1. filtrationThe batch is filtered
  2. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-b5d0e96a2d1446e384cfe74b5633a44f
Source dataset
uspto-grants-2008_02
Patent number
US07329753B2

Reaction notes

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