Cesium carbonate → N-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-8-methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamide

HRID 1686199Notes

Reaction equation

HRID 1686199 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7][N:8]2[CH:12]=[C:11]([NH:13][C:14](=[O:25])[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[C:18]([OH:23])=[C:17](O)[CH:16]=3)[CH:10]=[N:9]2)=[C:5]([CH3:26])[O:4][N:3]=1.[C:27](=[O:30])([O-])[O-].[Cs+].[Cs+].Br[CH:34](Br)C>>[CH3:1][C:2]1[C:6]([CH2:7][N:8]2[CH:12]=[C:11]([NH:13][C:14]([C:15]3[CH:16]=[C:17]([O:30][CH3:27])[C:18]4[O:23][CH2:34][CH2:22][O:21][C:19]=4[CH:20]=3)=[O:25])[CH:10]=[N:9]2)=[C:5]([CH3:26])[O:4][N:3]=1

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 112011,1-DibromoethaneHCID 57422302N-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-3,4-dihydroxy-5-methoxybenzamide

Product 1

HCID 57422328N-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-8-methoxy-2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamideYield 20%

Procedure

Prepared as in Example 4-92 from N-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-3,4-dihydroxy-5-methoxybenzamide (Example 4-73), cesium carbonate and dibromoethane. Yield 20%. MS M+H calculated 385.1, found 385.1.

Sources & evidence

ORD record
ord-0009d2f326244df89b35ec226ae71522
Source dataset
uspto-grants-2012_04
Patent number
US08148544B2

Reaction notes

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