Potassium Carbonate → HCID 131734702, compound

HRID 1772959Notes

Reaction equation

HRID 1772959 reaction equation
[C:1]([O:5][C:6](=[O:30])[NH:7][CH2:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][CH:12]=[C:11]([N:17]2[C:22](=[O:23])[NH:21][C:20]3[CH:24]=[CH:25][CH:26]=[CH:27][C:19]=3[S:18]2(=[O:29])=[O:28])[N:10]=1)([CH3:4])([CH3:3])[CH3:2].[F:31][C:32]1[CH:39]=[C:38]([O:40][CH3:41])[CH:37]=[C:36]([F:42])[C:33]=1[CH2:34]Br.C([O-])([O-])=O.[K+].[K+].COC1C(C)=CC(N2C(=O)N(CC3C(F)=CC(F)=CC=3F)C3C=CC=CC=3S2(=O)=O)=CC=1C>CN(C=O)C>[F:31][C:32]1[CH:39]=[C:38]([O:40][CH3:41])[CH:37]=[C:36]([F:42])[C:33]=1[CH2:34][N:21]1[C:20]2[CH:24]=[CH:25][CH:26]=[CH:27][C:19]=2[S:18](=[O:29])(=[O:28])[N:17]([C:11]2[N:10]=[C:9]([CH2:8][NH:7][C:6](=[O:30])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[C:14]([O:15][CH3:16])=[CH:13][CH:12]=2)[C:22]1=[O:23]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 33542722,6-Difluoro-4-methoxybenzyl bromideHCID 727220852-(4-methoxy-3,5-dimethylphenyl)-4-(2,4,6-trifluorobenzyl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxideHCID 131734689HCID 131734689, compound

Product 1

HCID 131734702HCID 131734702, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound (301 mg, 0.51 mmol) was prepared from tert-butyl[6-(1,1-dioxido-3-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazin-2-yl)-3-methoxypyridin-2-yl]methylcarbamate (IntA31) (343 mg, 0.79 mmol), 2,6-difluoro-4-methoxybenzyl bromide (225 mg, 0.95 mmol) and K2CO3 (164 mg, 1.19 mmol) in DMF (4 mL) at rt using the methods of (115).

Sources & evidence

ORD record
ord-ef8909a1cd904319b5f129375fd22a0f
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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