1-Amino-2-propanol → HCID 43392732, compound

HRID 400439Notes

Reaction equation

HRID 400439 reaction equation
[NH2:1][CH2:2][CH:3]([OH:5])[CH3:4].[C:6](Cl)(=[O:13])[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1.C(N(CC)CC)C>ClCCl>[OH:5][CH:3]([CH3:4])[CH2:2][NH:1][C:6](=[O:13])[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 41-Amino-2-propanolHCID 8471TriethylamineHCID 417436Pyridine-4-carbonyl chloride

Product 1

HCID 43392732HCID 43392732, compoundYield 161.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

289 g 1-amino-propan-2-ol was added to 75 g isonicotinoyl chloride and 549 mL triethylamine in 2 L anhydrous dichlormethane at 0° C. under nitrogen atmosphere. After 30 min at 0° C. the reaction was concentrated under vacuum and the residue was re-suspended in 5 L ethyl acetate. The precipitate was removed by filtration. The filtrate was concentrate and recrystallized from ethyl acetate to give 154 g of the desired product.

Workup

  1. concentrationAfter 30 min at 0° C. the reaction was concentrated under vacuum
  2. customThe precipitate was removed by filtration
  3. concentrationThe filtrate was concentrate
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-cd9e4dd1a6ee407aa19bf6fbc930c8e9
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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