Cyclopropylamine → HCID 57886291, compound

HRID 1818855Notes

Reaction equation

HRID 1818855 reaction equation
Br[CH2:2][CH2:3][O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[F:23])[S:8]1(=[O:25])=[O:24].[CH:26]1([NH2:29])[CH2:28][CH2:27]1>CO>[F:23][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]([F:22])[C:16]=1[N:9]1[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:7]([CH2:6][CH2:5][O:4][CH2:3][CH2:2][NH:29][CH:26]2[CH2:28][CH2:27]2)[S:8]1(=[O:25])=[O:24]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 68711467HCID 68711467, compound

Product 1

HCID 57886291HCID 57886291, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner to general procedure V, 1-[2-(2-bromoethoxy)ethyl]-3-(2,6-difluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (0.1 g, 0.23 mmol) was treated with cyclopropylamine (0.64 mL, 9.2 mmol) in methanol to give N-(2-{2-[3-(2,6-difluorophenyl)-2,2-dioxido-2,1,3-benzothiadiazol-1(3H)-yl]ethoxy}ethyl)cyclopropanamine which was treated with 1N hydrochloric acid in ether to give its hydrochloride salt as a white solid (0.63 g, 57%). HRMS: calcd for C19H21F2N3O3S+H+, 410.13444; found (ESI, [M+H]+Obs'd), 410.1341.

Sources & evidence

ORD record
ord-fc4001329fe54621860c113d9e7d224d
Source dataset
uspto-grants-2009_10
Patent number
US07601722B2

Reaction notes

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