Pyridine → HCID 87271229, compound

HRID 1623825Notes

Reaction equation

HRID 1623825 reaction equation
N1C=CC=CC=1.Cl.[NH2:8][OH:9].[F:10][C:11]1[CH:12]=[C:13]([CH2:18][O:19][C:20]2[CH:34]=[CH:33][C:32]([CH:35]=O)=[CH:31][C:21]=2[C:22]([NH:24][C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)=[O:23])[CH:14]=[CH:15][C:16]=1[F:17]>CO>[F:10][C:11]1[CH:12]=[C:13]([CH2:18][O:19][C:20]2[CH:34]=[CH:33][C:32](/[CH:35]=[N:8]\[OH:9])=[CH:31][C:21]=2[C:22]([NH:24][C:25]2[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=2)=[O:23])[CH:14]=[CH:15][C:16]=1[F:17]

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 86668212HCID 86668212, compound

Product 1

HCID 87271229HCID 87271229, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Pyridine (0.44 ml, 5.43 mmol) and hydroxylamine hydrochloride (75 mg, 1.09 mmol) were added to a solution of 2-([(3,4-difluorophenyl)methyl]oxy)-5-formyl-N-3-pyridinylbenzamide (may be prepared by Example 80; 200 mg, 0.54 mmol) in methanol (10 ml), and the mixture was stirred at room temperature for 30 min. The mixture was evaporated under reduced pressure to half volume. The mixture was diluted with water (20 ml) and filtered. The solid was washed with water (20 ml)/methanol (5 ml) and air dried under vacuum to yield the title compound as a white solid. 167 mg.

Workup

  1. customThe mixture was evaporated under reduced pressure to half volume
  2. additionThe mixture was diluted with water (20 ml)
  3. filtrationfiltered
  4. washThe solid was washed with water (20 ml)/methanol (5 ml) and air
  5. customdried under vacuum

Sources & evidence

ORD record
ord-57e8bf80398745178b3a2e9eb94512cd
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

Loading…