1-Piperazinecarboxaldehyde → 4-(4-Methylpyridazino[4,5-b]indolizin-1-yl)-piperazinecarboxaldehyde

HRID 704080

Reaction equation

HRID 704080 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.[N:16]1([CH:22]=[O:23])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[CH3:15][C:5]1[C:6]2[N:14]3[C:9]([CH:10]=[CH:11][CH:12]=[CH:13]3)=[CH:8][C:7]=2[C:2]([N:19]2[CH2:20][CH2:21][N:16]([CH:22]=[O:23])[CH2:17][CH2:18]2)=[N:3][N:4]=1

Participants

3

Reactant 2

HCID 821911-PiperazinecarboxaldehydeHCID 157133121-Chloro-4-methylpyridazino[4,5-b]indolizine

Product 1

HCID 157133374-(4-Methylpyridazino[4,5-b]indolizin-1-yl)-piperazinecarboxaldehyde

Procedure

Following the procedure of Example 1, reaction of one equivalent of 1-chloro-4-methylpyridazino[4,5-b]indolizine and 10 equivalents of piperazinecarboxaldehyde at 150° C. gave the title compound as the free base, which was purified by flash chromatography (silica gel, 1 to 20% methanol:ethyl acetate) and converted to the dihydrochloride salt (MeOH/etheral HCl/diethyl ether), mp 325° C.

Sources & evidence

ORD record
ord-8d64ab1e5902489abae5d19b42e1f524
Source dataset
uspto-grants-1991_01
Patent number
US04985560

Linked notes

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