[8-(Acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]glyoxylyl chloride → 3-[8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

HRID 1609400Notes

Reaction equation

HRID 1609400 reaction equation
[C:1]([O:4][CH2:5][CH:6]1[CH2:23][CH2:22][N:9]2[C:10]3[C:15]([C:16]([C:17](=O)[C:18](Cl)=[O:19])=[C:8]2[CH2:7]1)=[CH:14][CH:13]=[CH:12][CH:11]=3)(=[O:3])[CH3:2].Cl.[CH3:25][N:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:28]([CH2:35][C:36](=[NH:38])[OH:37])=[CH:27]1>>[C:1]([O:4][CH2:5][CH:6]1[CH2:23][CH2:22][N:9]2[C:10]3[C:15]([C:16]([C:17]4[C:18](=[O:19])[NH:38][C:36](=[O:37])[C:35]=4[C:28]4[C:29]5[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=5)[N:26]([CH3:25])[CH:27]=4)=[C:8]2[CH2:7]1)=[CH:14][CH:13]=[CH:12][CH:11]=3)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 10065437[8-(Acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]glyoxylyl chlorideHCID 178478916HCID 178478916, compound

Product 1

HCID 200846593-[8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

Procedure

In a manner analogous to that described in Example 1, 333 mg (1 retool) of [8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]glyoxylyl chloride were treated with 266 mg (1 mmol) of isopopyl 1-methyl-3-indoleacetimidate hydrochloride in different solvents and at various temperatures to give 3-[8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol- 10-yl ]-4-(1-methyl-3-indolyl)- 1H-pyrrole-2,5-dione. The results obtained are compiled in Table I:

Sources & evidence

ORD record
ord-bca4f308a9fe497ca121fda649ee9c64
Source dataset
uspto-grants-1995_03
Patent number
US05399712

Reaction notes

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