Pyridine → HCID 76562961, compound

HRID 1799309Notes

Reaction equation

HRID 1799309 reaction equation
[C:1]([O:5][C:6]([C:8]1[C:9]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:25]([CH:26]=O)=[C:24]([Cl:28])[N:23]=[C:22]3[CH2:29][CH2:30][CH2:31][CH3:32])=[CH:16][CH:15]=2)=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:33][OH:34].Cl.N1C=CC=CC=1>O>[C:1]([O:5][C:6]([C:8]1[C:9]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[C:25]([CH:26]=[N:33][OH:34])=[C:24]([Cl:28])[N:23]=[C:22]3[CH2:29][CH2:30][CH2:31][CH3:32])=[CH:16][CH:15]=2)=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 59830900HCID 59830900, compound

Product 1

HCID 76562961HCID 76562961, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Intermediate (4a) (12.1 g, 26.7 mmol) and NH2OH.HCl (2.4 g, 34.7 mmol) were combined in 80 mL water and 160 mL pyridine and stirred at room temperature overnight. Water (80 mL) was added and the mixture was stirred for 1 hour. The precipitate was filtered and dried to yield 11.7 g of intermediate (4b), which was used in the next step without further purification.

Workup

  1. filtrationThe precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-7bb4fde375ae4266bc620198ba55347d
Source dataset
uspto-grants-2013_01
Patent number
US08344013B2

Reaction notes

Loading…