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

HRID 239131Notes

Reaction equation

HRID 239131 reaction equation
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.[NH2:11][CH2:12][CH:13]([OH:15])[CH3:14].C(N(CC)CC)C>ClCCl>[OH:15][CH:13]([CH3:14])[CH2:12][NH:11][C:2](=[O:9])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 41-Amino-2-propanolHCID 8471TriethylamineHCID 12262826Isonicotinoyl chloride hydrochloride

Product 1

HCID 43392732HCID 43392732, compoundYield 52.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

289 g isonicotinoyl chloride hydrochloride was added to 128 g 1-amino-propan-2-ol and 549 mL triethylamine in 2 L dichlormethane at 0° C. The reaction was stirred for 30 min. at 0° C. and then the solvent was removed. The residue was suspended in ethyl acetate and the precipitate was filtered. The filtrate was recrystallized from ethyl acetate to give 154 g of the desired product. Rf: 0.4 (DCM/MeOH=20/1), (M+H)+: 181

Workup

  1. customthe solvent was removed
  2. filtrationthe precipitate was filtered
  3. customThe filtrate was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7a6838aa1803486abaf937739aa895a1
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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