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Chemical Structure| 20348-21-4 Chemical Structure| 20348-21-4

Structure of 20348-21-4

Chemical Structure| 20348-21-4

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Product Details of [ 20348-21-4 ]

CAS No. :20348-21-4
Formula : C9H10N2O2
M.W : 178.19
SMILES Code : C1=CC=NC2=C1OC(C(=O)N2)(C)C
MDL No. :MFCD10000810
InChI Key :DMLNXUUGRSBBBR-UHFFFAOYSA-N
Pubchem ID :88501

Safety of [ 20348-21-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 20348-21-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 20348-21-4 ]

[ 20348-21-4 ] Synthesis Path-Downstream   1~21

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  • [ 20348-26-9 ]
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  • [ 34950-66-8 ]
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  • 10
  • [ 20348-21-4 ]
  • [ 894852-01-8 ]
YieldReaction ConditionsOperation in experiment
86% With bromine; sodium carbonate; In dichloromethane; at 0 - 35℃; for 16h; Step-(ii): Synthesis of 7-bromo-2.2-dimethyl-2H-pyridor3.2-biri.41oxazin-3(4H)-one (Intermediate- 18) To a stirred solution of 2,2-dimethyl-2H-pyrido[3,2-b][l ,4]oxazin-3(4H)-one (18.1) (2 g, 11.23 mmol) in DCM (20 mL) was added Na2C03 (3.57 g, 33.70 mmol) followed by bromine (0.92 mL, 17.97 mmol) at 0C and the reaction mixture was allowed to stir at 20- 35C for 16 h. Then the reaction mixture was diluted with ice water, obtained solid was filtered and washed with water to get the desired compound as a white solid (1.8 g, 86%); lU NMR (400MHz, DMSO-<) delta 11.39 (s, 1H), 8.04 (d, J=.9 Hz, 1H), 7.66 (d, /=1.4 Hz, 1H), 1.43 (s, 6H); LC-MS: 257.0 (M+l)+.
  • 11
  • C9H11BrN2O2 [ No CAS ]
  • [ 20348-21-4 ]
  • 12
  • [ 16867-03-1 ]
  • [ 20348-21-4 ]
  • 13
  • [ 20348-21-4 ]
  • 2,2-dimethyl-7-nitro-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one [ No CAS ]
  • 14
  • [ 20348-21-4 ]
  • 7-amino-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one [ No CAS ]
  • 15
  • [ 20348-21-4 ]
  • N-(2,2-dimethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)butane-1-sulfonamide [ No CAS ]
  • 16
  • [ 20348-21-4 ]
  • N-(2,2-dimethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)thiophene-2-sulfonamide [ No CAS ]
  • 17
  • [ 20348-21-4 ]
  • N-(2,2-dimethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-4-methylbenzenesulfonamide [ No CAS ]
  • 18
  • [ 20348-21-4 ]
  • N-(2,2-dimethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-4-fluorobenzenesulfonamide [ No CAS ]
  • 19
  • [ 20348-21-4 ]
  • N-(2,2-dimethyl-3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-2,4-difluorobenzenesulfonamide [ No CAS ]
  • 20
  • 2-methyl-2-((2-nitropyridin-3-yl)oxy)propanoic acid ethyl ester [ No CAS ]
  • [ 20348-21-4 ]
YieldReaction ConditionsOperation in experiment
96.5% With hydrogen; In methanol; at 65℃; for 24h; To a 25 mL eggplant-shaped flask was added Raney nickel (0.02 g, 0.16 mmol) and anhydrous methanol (10 mL).Compound 4 (0.2 g, 0.77 mmol) was added and stirred to dissolve, and the hydrogen was passed through three times, and reacted at 65 C for 24 h.Dilute the diatomaceous earth, remove the methanol under reduced pressure, and obtain a lightPurple solid 136 mg; yield 96.5%;
  • 21
  • [ 20348-21-4 ]
  • 2-[2-(bromomethyl)-1,3-thiazol-5-yl]-5-(difluoromethyl)-1,3,4-oxadiazole [ No CAS ]
  • 4-((5-(5-(difluoromethyl)-1,3,4-oxadiazol-2-yl)thiazol-2-yl)methyl)-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% 2,2-Dimethyl-2H,3H,4H-pyrido[3,2-b][l,4]oxazin-3-one (40 mg, 0.22 mmol) was taken up in DMF (0.7 ml) in an ice-bath. Sodium hydride (10 mg, 60 wt%, 0.22 mmol) was added and the solution was stirred for 20 min at 0 C. A solution of 2-[2-(bromomethyl)-l,3-thiazol-5-yl]-5- (difluoromethyl)-l,3,4-oxadiazole (4a, 50 mg, 0.17 mmol) in DMF (0.5 ml) was then added dropwise at 0 C. The solution was stirred at room temperature for 4 h. TLC indicted that the reaction was complete (all the bromide was consumed). The reaction was quenched by adding water and the separated aqueous phase was extracted with EtOAc. The organic layer was collected, washed with brine and then filtered through MgSCE. The filtrate was concentrated, and the residue was purified on Combiflash (DCM/methanol gradient) to afford the title compound (42 mg, 63%) as a white powder.
 

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Technical Information

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Related Functional Groups of
[ 20348-21-4 ]

Amides

Chemical Structure| 1002726-62-6

A331682 [1002726-62-6]

6-Amino-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

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A250760 [20348-19-0]

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A790849 [20348-20-3]

2-Ethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

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Chemical Structure| 1196153-28-2

A901713 [1196153-28-2]

6-Bromo-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

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A105591 [894852-01-8]

7-Bromo-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

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Related Parent Nucleus of
[ 20348-21-4 ]

Other Aromatic Heterocycles

Chemical Structure| 1002726-62-6

A331682 [1002726-62-6]

6-Amino-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Similarity: 0.99

Chemical Structure| 20348-19-0

A250760 [20348-19-0]

2-Methyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Similarity: 0.95

Chemical Structure| 20348-20-3

A790849 [20348-20-3]

2-Ethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Similarity: 0.92

Chemical Structure| 1196153-28-2

A901713 [1196153-28-2]

6-Bromo-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Similarity: 0.91

Chemical Structure| 894852-01-8

A105591 [894852-01-8]

7-Bromo-2,2-dimethyl-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Similarity: 0.90