Hydrazine hydrate (1:1) → HCID 59843154, compound

HRID 2196521Notes

Reaction equation

HRID 2196521 reaction equation
Cl[C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][N:3]=1.O.[NH2:11][NH2:12]>CC(O)C>[NH:11]([C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][N:3]=1)[NH2:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 7062237(2-Chloropyridin-4-yl)methanol

Product 1

HCID 59843154HCID 59843154, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred suspension of (2-chloro-4-pyridinyl) methanol (0.885 g, 6.16 mmol) in 2-propanol (9 mL) was added hydrazine monohydrate (6.0 mL, 124 mmol). The resulting suspension was allowed to stir for 24 h at 100° C. Solvent was evaporated. The residue was purified by silica gel column chromatography with gradient of MeOH (5-20%) in CH2Cl2 to afford 36 (223 mg, 26%) as a white solid. LRMS: calc 139.1; found 140.2 (MH)+.

Workup

  1. customSolvent was evaporated
  2. customThe residue was purified by silica gel column chromatography with gradient of MeOH (5-20%) in CH2Cl2

Sources & evidence

ORD record
ord-1ee70c51815e45019089b737ff1aa26c
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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