N-Methylethylenediamine → HCID 178440439, compound

HRID 1519827Notes

Reaction equation

HRID 1519827 reaction equation
[Cl:1][C:2]1[C:6]2[C:7]3[N:8]([C:11]([CH:14]([CH3:16])[CH3:15])=[N:12][N:13]=3)C=[N:10][C:5]=2[S:4][CH:3]=1.CNCCN>CO.[Cl-].[NH4+]>[Cl:1][C:2]1[C:6]([C:7]2[NH:13][N:12]=[C:11]([CH:14]([CH3:16])[CH3:15])[N:8]=2)=[C:5]([NH2:10])[S:4][CH:3]=1

Participants

5

Reactant 2

HCID 8014N-MethylethylenediamineHCID 687818949-Chloro-3-isopropylthieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine

Product 1

HCID 178440439HCID 178440439, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 25517Ammonium ChlorideSolvent

Procedure

9-chloro-3-isopropylthieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine (300 mg, 1.19 mmol) and N-methylethane-1,2-diamine (0.50 ml, 5.67 mmol) in methanol (10 ml) was placed into a preheated oil bath at 60° C. After stirring for 15 min, the solution was diluted with saturated ammonium chloride and extracted with methylene chloride. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to yield 4-chloro-3-(3-isopropyl-1H-1,2,4-triazol-5-yl)thiophen-2-amine. Method [7] Retention time 1.39 min by HPLC (M+=243 and 245).

Workup

  1. extractionextracted with methylene chloride
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b602bef976c04376bb9b5d91daca43e8
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

Loading…