Isopropanol → HCID 14390621, compound

HRID 414054Notes

Reaction equation

HRID 414054 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[C:3]=1[CH2:13][C:14](=O)[CH3:15].[BH4-].[Na+].C([OH:22])(C)C>CO>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[C:3]=1[CH:13]([CH2:14][CH3:15])[OH:22]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 4311764Sodium borohydrideHCID 23165353HCID 23165353, compound

Product 1

HCID 14390621HCID 14390621, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture prepared from 1-(4-amino-2-methyl-3-quinolinyl)-propanone (8 g), sodium borohydride (3 g), 75 ml of isopropanol and 25 ml of methanol was stirred twenty hours at ambient temperature. The reaction mixture was concentrated and stirred with water, and the product which separated was collected and dried to 8 g of solid, mp 220°-230°. This material was recrystallized from absolute ethanol to give 4.6 g of crystals, mp 240°-241°.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. stirringstirred with water
  3. customthe product which separated
  4. customwas collected
  5. dry with materialdried to 8 g of solid, mp 220°-230°
  6. customThis material was recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-b7684dd0510342c797c041842b0429c5
Source dataset
uspto-grants-1988_12
Patent number
US04789678

Reaction notes

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