2-(Ethyl(1-ethynylcyclohexyl)amino)ethan-1-ol → 2-(Ethyl-{1-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-ylethynyl]-cyclohexyl}-amino)-ethanol

HRID 347222Notes

Reaction equation

HRID 347222 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.[CH2:28]([N:30]([C:34]1([C:40]#[CH:41])[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[CH2:31][CH2:32][OH:33])[CH3:29]>>[CH2:28]([N:30]([C:34]1([C:40]#[C:41][C:16]2[CH:15]=[CH:14][C:13]3[C:9]([C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:26])([F:27])[F:1])=[CH:8][CH:7]=4)=[N:10][S:11][C:12]=3[CH:17]=2)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[CH2:31][CH2:32][OH:33])[CH3:29]

Participants

3

Reactant 2

HCID 223141892-(Ethyl(1-ethynylcyclohexyl)amino)ethan-1-olHCID 57428077Trifluoro-methanesulfonic acid 3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl ester

Product 1

HCID 223139832-(Ethyl-{1-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-ylethynyl]-cyclohexyl}-amino)-ethanol

Procedure

In analogy to example 14.1, Trifluoro-methanesulfonic acid 3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl ester and 2-[Ethyl-(1-ethynyl-cyclohexyl)-amino]-ethanol were converted to yield 2-(Ethyl-{1-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-ylethynyl]-cyclohexyl}-amino)-ethanol as brown oil, MS: 473.3 (MH+).

Sources & evidence

ORD record
ord-d379356f9459415e8d45bc872c635b7a
Source dataset
uspto-grants-2007_02
Patent number
US07173043B2

Reaction notes

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