(2-Methoxyethyl)(methyl)amine → (2-Methoxy-ethyl)-methyl-{3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-amine

HRID 270352Notes

Reaction equation

HRID 270352 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[CH:15][C:16]([C:18]#[C:19][CH2:20]OS(C)(=O)=O)=[CH:17][C:12]=3[S:11][N:10]=2)=[CH:5][CH:4]=1.[CH3:28][O:29][CH2:30][CH2:31][NH:32][CH3:33]>>[CH3:28][O:29][CH2:30][CH2:31][N:32]([CH3:33])[CH2:20][C:19]#[C:18][C:16]1[CH:15]=[CH:14][C:13]2[C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:27])[F:26])=[CH:4][CH:5]=3)=[N:10][S:11][C:12]=2[CH:17]=1

Participants

3

Reactant 2

HCID 300977(2-Methoxyethyl)(methyl)amineHCID 86585422Methanesulfonic acid 3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl ester

Product 1

HCID 22314046(2-Methoxy-ethyl)-methyl-{3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-amine

Procedure

In analogy to example 17.1, Methanesulfonic acid 3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl ester and 2-Methoxyethylmethylamine were converted to yield (2-Methoxy-ethyl)-methyl-{3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-amine as light brown oil, MS: 405 (MH+).

Sources & evidence

ORD record
ord-8151c00ca0894d898e185b2ae119948c
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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