(+/-)-3-Methyl-5'-nitro-spiro[imidazolidine-4,2'-indane]-2,5-dione → (+/-)-3' Methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehyde

HRID 1623082Notes

Reaction equation

HRID 1623082 reaction equation
[CH3:1][N:2]1[C@@:6]2([CH2:20][C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][C:8]=3[CH2:7]2)[N:15]=[C:14]([CH:18]=[O:19])[CH:13]=[CH:12]4)[C:5](=[O:21])[NH:4][C:3]1=[O:22].CN1C2(CC3C(=CC=C([N+]([O-])=O)C=3)C2)C(=O)NC1=O>>[CH3:1][N:2]1[C:6]2([CH2:20][C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][C:8]=3[CH2:7]2)[N:15]=[C:14]([CH:18]=[O:19])[CH:13]=[CH:12]4)[C:5](=[O:21])[NH:4][C:3]1=[O:22]

Participants

3

Reactant 2

HCID 18440305(+/-)-3-Methyl-5'-nitro-spiro[imidazolidine-4,2'-indane]-2,5-dione2×HCID 57774205(7R)-3'-methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehyde

Product 1

HCID 57774216(+/-)-3' Methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehyde

Procedure

Essentially following the procedures described for Intermediate 17, but using (±)-5′-amino-3-methyl-spiro[imidazolidine-4,2′-indane]-2,5-dione (described in Intermediate 15) in place of (R)-5′-amino-3-methyl-spiro[imidazolidine-4,2′-indane]-2,5-dione, the title compound is prepared. MS: m/z=296 (M+1).

Sources & evidence

ORD record
ord-260b3c5bd51d4431aee85bbc86a5ae70
Source dataset
uspto-grants-2014_07
Patent number
US08778957B2

Reaction notes

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