Triethylamine → 4-(2-Chloro-6-fluorobenzyl)-2-(2-methoxypyrimidin-5-yl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

HRID 1772963Notes

Reaction equation

[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].C([N:15](CC)CC)C.[Cl:20][C:21]1[CH:48]=[CH:47][CH:46]=[C:45]([F:49])[C:22]=1[CH2:23][N:24]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[S:27](=[O:35])(=[O:34])[N:26]([C:36]2[CH:41]=CC(=O)[N:38]([CH3:43])[CH:37]=2)[C:25]1=[O:44]>>[Cl:20][C:21]1[CH:48]=[CH:47][CH:46]=[C:45]([F:49])[C:22]=1[CH2:23][N:24]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[S:27](=[O:35])(=[O:34])[N:26]([C:36]2[CH:41]=[N:15][C:43]([O:2][CH3:1])=[N:38][CH:37]=2)[C:25]1=[O:44]

Participants

Reactant 3

HCID 8471Triethylamine

HCID 682631,1'-Carbonyldiimidazole

HCID 900546724-(2-Chloro-6-fluorobenzyl)-2-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

Product 1

HCID 900550634-(2-Chloro-6-fluorobenzyl)-2-(2-methoxypyrimidin-5-yl)-2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

Procedure

The title compound (40 mg, 0.09 mmol) was prepared from (IntB2) (106 mg), 1,1′-carbonyldiimidazole (162 mg, 1.0 mmol) and triethylamine (0.07 mL, 0.50 mmol) using the methods of (132).

Sources & evidence

ORD record: ord-1150f7f378e04adda39c4bdfc478f6e1
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249160B2

Reaction notes

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