N-(2,6-dimethylphenyl)-ethylenediamine → 1-(1H-Indazol-4-yloxy)-3-((2-(2,6-xylidino)ethyl)amino)-2-propanol

HRID 1633257Notes

Reaction equation

HRID 1633257 reaction equation
C([N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[O:17][CH2:18][CH:19]2[O:21][CH2:20]2)=[N:9]1)C1C=CC=CC=1.[CH3:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:24]=1[NH:30][CH2:31][CH2:32][NH2:33]>C(Cl)Cl>[NH:9]1[C:10]2[C:15](=[C:14]([O:17][CH2:18][CH:19]([OH:21])[CH2:20][NH:33][CH2:32][CH2:31][NH:30][C:24]3[C:25]([CH3:29])=[CH:26][CH:27]=[CH:28][C:23]=3[CH3:22])[CH:13]=[CH:12][CH:11]=2)[CH:16]=[N:8]1

Participants

4

Reactant 2

HCID 12666312N-(2,6-dimethylphenyl)-ethylenediamineHCID 13131651HCID 13131651, compound

Product 1

HCID 30477891-(1H-Indazol-4-yloxy)-3-((2-(2,6-xylidino)ethyl)amino)-2-propanol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.2 g. 2-Benzyl-4-(2,3-epoxypropoxy)-indazole and 7.2 g. 2-(2,6-dimethylphenylamino)-ethylamine are stirred for 20 hours at 70° C. The reaction mixture is then dissolved in methylene chloride and purified chromatographically over a silica gel column using methylene chloride/methanol (saturated with ammonia) (20:1 v/v) as elution agent. After evaporation, the desired compound is obtained in the form of a viscous oil in a yield of 6.8 g. (69% of theory).

Workup

  1. custompurified chromatographically over a silica gel column
  2. washas elution agent
  3. customAfter evaporation

Sources & evidence

ORD record
ord-ef37060b3ad94dd582c48b1bd7b01949
Source dataset
uspto-grants-1984_10
Patent number
US04479962

Reaction notes

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