3-Azabicyclo[3.2.2]nonane-3-propanamine → N-[3-(3-Azabicyclo[3.2.2]non-3-yl)propyl]-4-methylpyridazino[4,5-b]indolizin-1-amine

HRID 704082Notes

Reaction equation

HRID 704082 reaction equation
Cl[C:2]1[C:7]2[CH:8]=[C:9]3[N:14]([C:6]=2[C:5]([CH3:15])=[N:4][N:3]=1)[CH:13]=[CH:12][CH:11]=[CH:10]3.[CH:16]12[CH2:24][CH2:23][CH:20]([CH2:21][CH2:22]1)[CH2:19][N:18]([CH2:25][CH2:26][CH2:27][NH2:28])[CH2:17]2>>[CH:20]12[CH2:23][CH2:24][CH:16]([CH2:22][CH2:21]1)[CH2:17][N:18]([CH2:25][CH2:26][CH2:27][NH:28][C:2]1[N:3]=[N:4][C:5]([CH3:15])=[C:6]3[N:14]4[C:9]([CH:10]=[CH:11][CH:12]=[CH:13]4)=[CH:8][C:7]=13)[CH2:19]2

Participants

3

Reactant 2

HCID 135110803-Azabicyclo[3.2.2]nonane-3-propanamineHCID 157133121-Chloro-4-methylpyridazino[4,5-b]indolizine

Product 1

HCID 15713326N-[3-(3-Azabicyclo[3.2.2]non-3-yl)propyl]-4-methylpyridazino[4,5-b]indolizin-1-amine

Procedure

Following the procedure of Example 1, reaction of one equivalent of 1-chloro-4-methylpyridazino[4,5-b]indolizine and 3 equivalents of 3-(3-azabicyclo[3.2.2]non-3-yl)propylamine at 150° C. overnight gave the title compound as the free base which was purified by chromatography (silica gel, 1:4 methanol:methylene chloride containing ammonium hydroxide) and converted to the dihydrochloride salt (ethanol/etheral HCl), mp 343° C. dec.

Sources & evidence

ORD record
ord-df3e6b9adf804e7380de45b66fc5e936
Source dataset
uspto-grants-1991_01
Patent number
US04985560

Reaction notes

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