HCID 11728150, compound → HCID 66834132, compound

HRID 61775Notes

Reaction equation

HRID 61775 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-33015f396a2d4e2abd1c5f81277b23b7
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

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