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Sodium Bicarbonate → Prisotinol

HRID 443410
Notes
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Reaction equation

HRID 443410 reaction equation
Cl.Cl.[CH:3]([NH:6][CH:7]([CH3:16])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][N:10]=1)([CH3:5])[CH3:4].C(=O)(O)[O-].[Na+]>O>[CH:3]([NH:6][CH:7]([CH3:16])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][N:10]=1)([CH3:5])[CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 20138281Prisotinol dihydrochloride

Product 1

HCID 131302Prisotinol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the solution of 159 g of 2-(2-isopropylaminopropyl)-5-pyridinol dihydrochloride in 1,000 ml of water, 163 g of sodium bicarbonate are added and the suspension evaporated. The residue is suspended in 453 ml of anhydrous ethanol at 60°, the suspension is filtered, the residue washed 3 times with 150 ml of anhydrous ethanol each and the combined filtrates are evaporated, to yield the 2-(2-isopropylaminopropyl)-5-pyridinol melting at 135°-138°.

Workup

  1. customthe suspension evaporated
  2. customis suspended in 453 ml of anhydrous ethanol at 60°
  3. filtrationthe suspension is filtered
  4. washthe residue washed 3 times with 150 ml of anhydrous ethanol each and the combined filtrates
  5. customare evaporated

Sources & evidence

ORD record
ord-22c50b32e8794b248244640aa0206105
Source dataset
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04260619

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes