Methanol → HCID 86744519, compound

HRID 704084Notes

Reaction equation

HRID 704084 reaction equation
Cl[C:2]1[C:7]2[CH:8]=[C:9]3[N:14]([C:6]=2[C:5](C)=[N:4][N:3]=1)[CH:13]=[CH:12][CH:11]=[CH:10]3.[NH2:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:24][CH2:23][CH2:22][C:21]1=[O:25].[Cl-].[NH4+].[CH3:28]O>C(OCC)(=O)C>[CH3:28][C:2]1[C:7]2[CH:8]=[C:9]3[N:14]([C:6]=2[C:5]([NH:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][C:21]2=[O:25])=[N:4][N:3]=1)[CH:13]=[CH:12][CH:11]=[CH:10]3

Participants

6

Reactant 4

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 157133121-Chloro-4-methylpyridazino[4,5-b]indolizine

Product 1

HCID 86744519HCID 86744519, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following the procedure of Example 1, reaction of one equivalent of 1-chloro-4-methylpyridazino[4,5-b]indolizine, five equivalents of 1-(3-aminopropyl)pyrrolidinone, and one quivalent of ammonium chloride at reflux under nitrogen for 3 hours gave the title compound as the free base after flash column chromatography (silica gel, methanol:ethyl acetate). This was converted to the hydrochloride salt, mp 257°-258° C.

Workup

  1. temperatureat reflux under nitrogen for 3 hours

Sources & evidence

ORD record
ord-1f9480bd78cc4c50a27ab44f1ac48ed4
Source dataset
uspto-grants-1991_01
Patent number
US04985560

Reaction notes

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