3-(tert-Butylamino)propane-1,2-diol → HCID 21388032, compound

HRID 1833878Notes

Reaction equation

HRID 1833878 reaction equation
[K].[C:2]([NH:6][CH2:7][CH:8]([OH:11])[CH2:9][OH:10])([CH3:5])([CH3:4])[CH3:3].Cl[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([Cl:23])[CH:21]=2)[C:16]([CH3:24])=[CH:15][N:14]=1>C(O)(C)(C)C>[OH:11][CH:8]([CH2:7][NH:6][C:2]([CH3:5])([CH3:4])[CH3:3])[CH2:9][O:10][C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([Cl:23])[CH:21]=2)[C:16]([CH3:24])=[CH:15][N:14]=1

Participants

5

Reactant 3

HCID 908313-(tert-Butylamino)propane-1,2-diolHCID 5462222PotassiumHCID 21388031HCID 21388031, compound

Product 1

HCID 21388032HCID 21388032, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

0.74 g of Potassium is dissolved in 40 ml of tert.-butylalcohol and 3.0 g of 1-tert.butylamino-2,3-dihydroxypropane and subsequently 4 g of 1,7-dichloro-4-methylisoquinoline are added. After stirring for one day, heating up to 50° is effected for a further day. The reaction solution is concentrated by evaporation under vacuum. The residue is taken up with 1N hydrochloric acid and ether, the aqueous phase neutralised with 2N caustic soda solution and extracted with methylene chloride. After drying over magnesium sulphate and concentration by evaporation the title compound is obtained in free base form. M.p. 116°-117°.

Workup

  1. temperatureheating up to 50°
  2. waitis effected for a further day
  3. concentrationThe reaction solution is concentrated by evaporation under vacuum
  4. extractionextracted with methylene chloride
  5. dry with materialAfter drying over magnesium sulphate and concentration by evaporation the title compound
  6. customis obtained in free base form

Sources & evidence

ORD record
ord-e2f5d66b05ea481b859468b98d6716fa
Source dataset
uspto-grants-1978_01
Patent number
US04067873

Reaction notes

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