Thionyl Chloride → HCID 66835084, compound

HRID 61886Notes

Reaction equation

HRID 61886 reaction equation
[CH3:1][C:2]1([CH3:35])[C:14]2[NH:13][C:12]3[CH:11]=[C:10]([C:15]([NH2:17])=O)[CH:9]=[CH:8][C:7]=3[C:6]=2[C:5](=[O:18])[C:4]2[CH:19]=[N:20][C:21]([N:23]3[CH2:28][CH2:27][CH:26]([N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)[CH2:25][CH2:24]3)=[CH:22][C:3]1=2.S(Cl)(Cl)=O>CN(C=O)C.O>[CH3:1][C:2]1([CH3:35])[C:14]2[NH:13][C:12]3[CH:11]=[C:10]([C:15]#[N:17])[CH:9]=[CH:8][C:7]=3[C:6]=2[C:5](=[O:18])[C:4]2[CH:19]=[N:20][C:21]([N:23]3[CH2:24][CH2:25][CH:26]([N:29]4[CH2:30][CH2:31][O:32][CH2:33][CH2:34]4)[CH2:27][CH2:28]3)=[CH:22][C:3]1=2

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 66835149HCID 66835149, compound

Product 1

HCID 66835084HCID 66835084, compoundYield 49%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

5,5-Dimethyl-3-(4-morpholin-4-yl-piperidin-1-yl)-11-oxo-6,11-dihydro-5H-pyrido[4,3-b]carbazole-8-carboxylic acid amide (54 mg) was dissolved in DMF (1 ml), added with thionyl chloride (25 μL), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with water. The precipitated matters were collected by filtration to obtain the title compound (25 mg, 49%).

Workup

  1. filtrationThe precipitated matters were collected by filtration

Sources & evidence

ORD record
ord-8752b8c8c5ec49b68e07ae639f7f0dbc
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

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