3-(Bromoacetyl)quinolin-2(1H)-one → HCID 10287694, compound

HRID 2416213Notes

Reaction equation

HRID 2416213 reaction equation
Br[CH2:2][C:3]([C:5]1[C:6](=[O:15])[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=O.[NH2:16][C:17](=[S:30])[C:18]([CH3:29])([CH3:28])[S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20]>CO>[CH3:29][C:18]([C:17]1[S:30][CH:2]=[C:3]([C:5]2[C:6](=[O:15])[NH:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:16]=1)([S:19]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)(=[O:21])=[O:20])[CH3:28]

Participants

4

Reactant 2

HCID 226385543-(Bromoacetyl)quinolin-2(1H)-oneHCID 22638635HCID 22638635, compound

Product 1

HCID 10287694HCID 10287694, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-(2-bromoacetyl)-1h-quinolin-2-one (Example 27(b), 270 mg, 1.0 mmol) and 2-amino-1,1-dimethyl-1-(phenylsulfonyl)ethane-2-thione (step b, 1.7 ml, 1.0 mmol) in 3.5 ml of anhydrous MeOH was heated at 120° C. for 5 min by microwave synthesizer. The reaction mixture was cooled to RT. The precipitates were collected by filtration and washed with MeOH and CH2Cl2 to provide the title compound as a light yellow solid. Ms m/z: 411.3 (m+1).

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. filtrationThe precipitates were collected by filtration
  3. washwashed with MeOH and CH2Cl2

Sources & evidence

ORD record
ord-2981c4fc07134adfbf34dd3d34f01133
Source dataset
uspto-grants-2004_11
Patent number
US06822097B1

Reaction notes

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