Hydrazine → Pyridin-3-ylmethyl-hydrazine

HRID 1034974

Reaction equation

HRID 1034974 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[NH2:9][NH2:10]>CO>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:9][NH2:10])[CH:2]=1

Participants

4

Procedure

To a solution of pyridine-3-aldehyde (5 g, 46.7 mmol) in methanol (100 mL) was added hydrazine (1.05 mL, 46.7 mmol). The reaction mixture was stirred at rt for 1 h. After purging with nitrogen, 10% Pd/C (200 mg) was added. The reaction mixture was purged with hydrogen and stirred under hydrogen at rt overnight. Solid material was removed, and the filtrate was concentrated to give a crude Example 85A. This material was used without further purification. Yield: 5.2 g (91%). MS (DCI): m/z 124 (M+H)+.

Workup

  1. customAfter purging with nitrogen, 10% Pd/C (200 mg)
  2. additionwas added
  3. customThe reaction mixture was purged with hydrogen
  4. stirringstirred under hydrogen at rt overnight
  5. customSolid material was removed
  6. concentrationthe filtrate was concentrated
  7. customto give a crude Example 85A
  8. customThis material was used without further purification

Sources & evidence

ORD record
ord-2da334fd40f241b9bbdcd2169755c65e
Source dataset
uspto-grants-2013_10
Patent number
US08546368B2

Linked notes

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