2-Morpholinoethylamine → N-[2-(4-Morpholinyl)ethyl]-4-methylpyridazino[4,5-b]indolizin-1-amine

HRID 704075Notes

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.[NH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[N:19]1([CH2:18][CH2:17][NH:16][C:2]2[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]=23)[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1

Participants

Reactant 2

HCID 4082852-Morpholinoethylamine

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

Product 1

HCID 15713315N-[2-(4-Morpholinyl)ethyl]-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 27 equivalents of 4-(2-aminoethyl)morpholine gave the title compound as the free base which was converted to the dihydrochloride salt (MeOH/ethereal HCl/diethyl ether), mp 310° C. (dec).

Sources & evidence

ORD record: ord-ed30324bb00c4b04b2db11ae77c59b13
Source dataset: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04985560

Reaction notes

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