HCID 25123485, compound → 5-(2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-formyl-2-pyridinyl)amino)-3-thiophenecarboxamide

HRID 385777Notes

Reaction equation

HRID 385777 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[C:12]1[S:16][C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][OH:25])[N:19]=2)=[C:14]([C:26]([NH2:28])=[O:27])[CH:13]=1>CS(C)=O>[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:11])([CH3:9])[CH3:10])[CH:5]=[CH:4][C:3]=1[C:12]1[S:16][C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH:24]=[O:25])[N:19]=2)=[C:14]([C:26]([NH2:28])=[O:27])[CH:13]=1

Participants

3

Reactant 1

HCID 25123485HCID 25123485, compound

Product 1

HCID 595261585-(2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-formyl-2-pyridinyl)amino)-3-thiophenecarboxamide

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 5-(2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl)-2-((6-(hydroxymethyl)-2-pyridinyl)amino)-3-thiophenecarboxamide (Example 43) (513 mg, 1.28 mmol) in DMSO (83 ml) was added IBX polystyrene (2.9 g, 3.19 mmol). The reaction mixture was shaken at room temperature overnight. The reaction mixture was filtered and washed with DMSO (1 ml). Water was added to the eluent and a yellow precipitate was filtered, washed with water and dried in vacuo to afford the title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with DMSO (1 ml)
  3. additionWater was added to the eluent
  4. filtrationa yellow precipitate was filtered
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-27e836c16c944860bfb753420fedbef7
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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