Hydrochloric Acid → 1-(2-{[3-(2,3-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]methyl}phenyl)-N-methylmethanamine hydrochloride

HRID 1818797Notes

Reaction equation

HRID 1818797 reaction equation
Br[CH2:2][C:3]1[CH:28]=[CH:27][CH:26]=[CH:25][C:4]=1[CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=2[F:22])[S:7]1(=[O:24])=[O:23].[CH3:29][NH2:30].[ClH:31]>>[ClH:31].[F:22][C:16]1[C:17]([F:21])=[CH:18][CH:19]=[CH:20][C:15]=1[N:8]1[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:6]([CH2:5][C:4]2[CH:25]=[CH:26][CH:27]=[CH:28][C:3]=2[CH2:2][NH:30][CH3:29])[S:7]1(=[O:24])=[O:23]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 687135721-[2-(Bromomethyl)benzyl]-3-(2,3-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

Product 1

HCID 687134731-(2-{[3-(2,3-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]methyl}phenyl)-N-methylmethanamine hydrochlorideYield 48%

Procedure

In an analogous manner to general procedure V, 1-[2-(bromomethyl)benzyl]-3-(2,3-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (38 mg, 0.082 mmol) was treated with methyl amine to give 1-(2-{[3-(2,3-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]methyl}phenyl)-N-methylmethanamine hydrochloride (18 mg, 48%) after treatment with HCl.

Sources & evidence

ORD record
ord-22c6225266fe49ca98788b97a24beef4
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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