Pyridine → HCID 59264674, compound

HRID 646412Notes

Reaction equation

HRID 646412 reaction equation
Cl.[O:2]([NH2:4])[CH3:3].[N:5]1C=CC=CC=1.[Br:11][C:12]1[S:16][C:15]([CH:17]=O)=[CH:14]C=1>C(Cl)Cl>[CH3:3][O:2][N:4]=[CH:17][C:15]1[S:16][C:12]([Br:11])=[N:5][CH:14]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 784285-Bromothiophene-2-carbaldehydeHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 59264674HCID 59264674, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methoxylamine HCl (1 equivalent) is added portionwise to a stirred pyridine (1 equivalent) solution of 5-bromo-2-thiophene carboxaldehyde (1 equivalent) (CAS 4701-17-1). After 18 hours, reaction is diluted with CH2Cl2 and washed with brine, dried (Na2SO4) and concentrated in vacuo. The crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/hexanes) to give title intermediate that is confirmed by NMR.

Workup

  1. customreaction
  2. washwashed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customThe crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/hexanes)
  6. customto give title intermediate that

Sources & evidence

ORD record
ord-b395d2196433437888d537d719570804
Source dataset
uspto-grants-2010_04
Patent number
US07705025B2

Reaction notes

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