4-(Pyrrolidin-1-yl)butan-1-amine → HCID 13365605, compound

HRID 1154022Notes

Reaction equation

HRID 1154022 reaction equation
Cl[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[C:5]2=[N:12][N:13]=[CH:14][N:4]2[N:3]=1.[NH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>COCCO>[N:20]1([CH2:19][CH2:18][CH2:17][CH2:16][NH:15][C:2]2[C:11]3[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=3[C:5]3=[N:12][N:13]=[CH:14][N:4]3[N:3]=2)[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 27627624-(Pyrrolidin-1-yl)butan-1-amineHCID 126224416-Chloro-7,8,9,10-tetrahydro-[1,2,4]triazolo[3,4-a]phthalazine

Product 1

HCID 13365605HCID 13365605, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A solution of 9.1 g of 6-chloro-7,8,9,10-tetrahydro-1,2,4-triazolo[3,4-a]phthalazine and 17.7 g of 1-(4-aminobutyl)pyrrolidine in 50 ml of 2-methoxyethanol was heated at reflux for 16 hours. The reaction mixture was then poured into ice water and the tan solid which formed was separated by filtration and recrystallized from toluene to give 6-[4-(1-pyrrolidinyl)butylamino]-7,8,9,10-tetrahydro-1,2,4-triazolo[3,4-a]phthalazine melting at about 158.5°-160° C.

Workup

  1. temperatureat reflux for 16 hours
  2. customthe tan solid which formed
  3. customwas separated by filtration
  4. customrecrystallized from toluene

Sources & evidence

ORD record
ord-ac3ab41e4a2348cebd5d0ec45cd61974
Source dataset
uspto-grants-1984_12
Patent number
US04487930

Reaction notes

Loading…