HCID 11728150, compound → HCID 66834132, compound

HRID 2275151Notes

Reaction equation

HRID 2275151 reaction equation
[CH3:1][C:2]1([CH3:28])[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[C:10]([C:15]#[N:16])[CH:11]=3)[C:6]=2[C:5](=[O:17])[C:4]2[CH:18]=[CH:19][C:20]([CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)=[CH:21][C:3]1=2.[N:29]1([S:34](N2C=C[N+](C)=C2)(=[O:36])=[O:35])[CH:33]=[CH:32][N:31]=[CH:30]1>>[N:29]1([S:34]([N:25]2[CH2:26][CH2:27][CH:22]([C:20]3[CH:19]=[CH:18][C:4]4[C:5](=[O:17])[C:6]5[C:7]6[C:12](=[CH:11][C:10]([C:15]#[N:16])=[CH:9][CH:8]=6)[NH:13][C:14]=5[C:2]([CH3:28])([CH3:1])[C:3]=4[CH:21]=3)[CH2:23][CH2:24]2)(=[O:36])=[O:35])[CH:33]=[CH:32][N:31]=[CH:30]1

Participants

3

Reactant 2

HCID 11728150HCID 11728150, compoundHCID 668339956,6-dimethyl-11-oxo-8-piperidin-4-yl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

Product 1

HCID 66834132HCID 66834132, compoundYield 22.2%

Procedure

According to the method disclosed in Journal of Organic Chemistry, 2003, page 115, 6,6-dimethyl-11-oxo-8-piperidin-4-yl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound B3-13-2, 10 mg, 0.027 mmol) was reacted with 3-(imidazole-1-sulfonyl)-1-methyl-3H-imidazol-1-ium (19 mg, 2 eq.). After removing the solvent, the residues were purified by liquid chromatography to obtain the title compound (3 mg).

Workup

  1. customAfter removing the solvent
  2. customthe residues were purified by liquid chromatography

Sources & evidence

ORD record
ord-723b790f5faa4867824a10df92f9795f
Source dataset
uspto-grants-2015_09
Patent number
US09126931B2

Reaction notes

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