(1,1-Dimethyl-prop-2-ynyl)-(2-methoxy-ethyl)-methyl-amine → {1,1-Dimethyl-3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-(2-methoxy-ethyl)-methyl-amine

HRID 270449Notes

Reaction equation

HRID 270449 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](OS(C(F)(F)F)(=O)=O)=[CH:17][C:12]=3[S:11][N:10]=2)=[CH:5][CH:4]=1.[CH3:28][C:29]([N:33]([CH2:35][CH2:36][O:37][CH3:38])[CH3:34])([CH3:32])[C:30]#[CH:31]>>[CH3:32][C:29]([N:33]([CH2:35][CH2:36][O:37][CH3:38])[CH3:34])([CH3:28])[C:30]#[C:31][C:16]1[CH:15]=[CH:14][C:13]2[C:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:26])([F:27])[F:1])=[CH:8][CH:7]=3)=[N:10][S:11][C:12]=2[CH:17]=1

Participants

3

Reactant 2

HCID 22314051(1,1-Dimethyl-prop-2-ynyl)-(2-methoxy-ethyl)-methyl-amineHCID 57428077Trifluoro-methanesulfonic acid 3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl ester

Product 1

HCID 69289587{1,1-Dimethyl-3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-(2-methoxy-ethyl)-methyl-amine

Procedure

In analogy to example 14.1, Trifluoro-methanesulfonic acid 3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl ester and (1,1-Dimethyl-prop-2-ynyl)-(2-methoxy-ethyl)-methyl-amine were converted to yield {1,1-Dimethyl-3-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-(2-methoxy-ethyl)-methyl-amine as brown oil, MS: 433 (MH+).

Sources & evidence

ORD record
ord-59f16f6045864cf291e296de91159685
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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