O-Methylhydroxylamine hydrochloride → (E)-N-methoxy-1-[5-[2-(3-methoxyphenyl)ethynyl]-3-pyridinyl]methanimine

HRID 606875Notes

Reaction equation

HRID 606875 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]#[C:10][C:11]2[CH:12]=[C:13]([CH:17]=O)[CH:14]=[N:15][CH:16]=2)[CH:6]=[CH:7][CH:8]=1.Cl.[O:20]([NH2:22])[CH3:21]>>[CH3:21][O:20]/[N:22]=[CH:17]/[C:13]1[CH:14]=[N:15][CH:16]=[C:11]([C:10]#[C:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH:12]=1

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 860764595-(3-Methoxyphenylethynyl)-pyridine-3-carbaldehyde

Product 1

HCID 87248507(E)-N-methoxy-1-[5-[2-(3-methoxyphenyl)ethynyl]-3-pyridinyl]methanimineYield 78%

Procedure

Prepare essentially as described in EXAMPLE 6 using 5-(3-methoxyphenylethynyl)-pyridine-3-carbaldehyde, (prepared essentially as described in EXAMPLE 91), (290 mg, 1.22 mmol) and methoxylamine hydrochloride (520 mg, 9.78 mmol). The E/Z Isomers were separated during the purification to give the title compound (254 mg, 78%).

Workup

  1. customPrepare essentially
  2. custom(prepared essentially
  3. customThe E/Z Isomers were separated during the purification

Sources & evidence

ORD record
ord-5be0eed0030d49fc8fa5beb98dc5094d
Source dataset
uspto-grants-2011_03
Patent number
US07915424B2

Reaction notes

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