Hydrochloric Acid → N-{4-[6-fluoro-1-(2-fluorophenyl)-2,2-dioxido-1,4-dihydro-3H-2,1,3-benzothiadiazin-3-yl]butyl}cyclopropanamine

HRID 2237506Notes

Reaction equation

HRID 2237506 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][C:10]2[CH:12]=[C:13]([F:16])[CH:14]=[CH:15][C:9]=2[N:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[S:7]1(=[O:25])=[O:24].[CH:26]1([NH2:29])[CH2:28][CH2:27]1.Cl>>[F:16][C:13]1[CH:14]=[CH:15][C:9]2[N:8]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[F:23])[S:7](=[O:25])(=[O:24])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:29][CH:26]3[CH2:28][CH2:27]3)[CH2:11][C:10]=2[CH:12]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 69828CyclopropylamineHCID 685842303-(4-bromobutyl)-6-fluoro-1-(2-fluorophenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide

Product 1

HCID 25030267N-{4-[6-fluoro-1-(2-fluorophenyl)-2,2-dioxido-1,4-dihydro-3H-2,1,3-benzothiadiazin-3-yl]butyl}cyclopropanamineYield 85%

Procedure

In an analogous manner to Example 11 step 5, 3-(4-bromobutyl)-6-fluoro-1-(2-fluorophenyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide (0.11 g, 0.25 mmol) was reacted to cyclopropylamine and then treated with HCl to provide N-{4-[6-fluoro-1-(2-fluorophenyl)-2,2-dioxido-1,4-dihydro-3H-2,1,3-benzothiadiazin-3-yl]butyl}cyclopropanamine (0.094 g, 85%) as a white solid:

Sources & evidence

ORD record
ord-a6ab2fc8d6104441a486c8321b21c6cc
Source dataset
uspto-grants-2010_05
Patent number
US07718652B2

Reaction notes

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