Cesium carbonate → HCID 57749141, compound

HRID 1874365Notes

Reaction equation

HRID 1874365 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13].Br[C:18]1[CH:19]=[CH:20][C:21]([N+:24]([O-:26])=[O:25])=[N:22][CH:23]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:18]2[CH:23]=[N:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)=[CH:4][C:3]=1[NH:9][C:10](=[O:16])[O:11][C:12]([CH3:13])([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 8176205-Bromo-2-nitropyridineHCID 57749385HCID 57749385, compound

Product 1

HCID 57749141HCID 57749141, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the same manner as in Reference Example 33 and using tert-butyl (2-fluoro-5-hydroxyphenyl)carbamate (22.4 g, 98.4 mmol), 5-bromo-2-nitropyridine (16.7 g, 82.0 mmol), cesium carbonate (40.1 g, 123 mmol) and N,N-dimethylformamide (140 mL) as starting materials, the title compound (14.2 g, 50%) was obtained as a yellow oil.

Sources & evidence

ORD record
ord-fc37d8e74ae64b44a9d6113c3309f5ac
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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