Water → 1-Phenoxy-3-[2-(5-methyl-s-triazolo[1,5-a]pyrimidin-7-ylamino)-ethylamino]-propan-2-ol

HRID 365215Notes

Reaction equation

HRID 365215 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH3:12][C:13]1[CH:18]=[C:17]([NH:19][CH2:20][CH2:21][NH2:22])[N:16]2[N:23]=[CH:24][N:25]=[C:15]2[N:14]=1.O>CS(C)=O>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:22][CH2:21][CH2:20][NH:19][C:17]1[N:16]2[N:23]=[CH:24][N:25]=[C:15]2[N:14]=[C:13]([CH3:12])[CH:18]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31217Phenyl glycidyl etherHCID 16767760N-(2-aminoethyl)-N-(5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)amine

Product 1

HCID 202378801-Phenoxy-3-[2-(5-methyl-s-triazolo[1,5-a]pyrimidin-7-ylamino)-ethylamino]-propan-2-ol

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

3.6 g. Phenyl glycidyl ether and 9.0 g. 5-methyl-7-(2-aminoethylamino)-s-triazolo[1,5-a]pyrimidine are dissolved in dimethyl sulphoxide and left to stand for 48 hours at 45° C. The reaction mixture is then poured into water, extracted with methylene chloride, dried and purified chromatographically in the manner described in Example 28. There are obtained 2.0 g. (24% of theory) of the desired product in the form of colorless crystals; m.p. 126°-127° C., after recrystallization from isopropyl alcohol.

Workup

  1. waitleft
  2. extractionextracted with methylene chloride
  3. customdried
  4. custompurified chromatographically in the manner
  5. customThere are obtained 2.0 g

Sources & evidence

ORD record
ord-d2d579ae52a24540a3fbbc31780dc799
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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