Allyl-(1-ethynyl-cyclopentyl)-methyl-amine → Allyl-methyl-{1-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-ylethynyl]-cyclopentyl}-amine

HRID 270455Notes

Reaction equation

HRID 270455 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:31]([C:33]1([C:38]#[CH:39])[CH2:37][CH2:36][CH2:35][CH2:34]1)[CH3:32])[CH:29]=[CH2:30]>>[CH2:28]([N:31]([CH3:32])[C:33]1([C:38]#[C:39][C:16]2[CH:15]=[CH:14][C:13]3[C:9]([C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:26])[F:27])=[CH:8][CH:7]=4)=[N:10][S:11][C:12]=3[CH:17]=2)[CH2:34][CH2:35][CH2:36][CH2:37]1)[CH:29]=[CH2:30]

Participants

3

Reactant 2

HCID 22313997Allyl-(1-ethynyl-cyclopentyl)-methyl-amineHCID 57428077Trifluoro-methanesulfonic acid 3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl ester

Product 1

HCID 22313941Allyl-methyl-{1-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-ylethynyl]-cyclopentyl}-amine

Procedure

In analogy to example 14.1, Trifluoro-methanesulfonic acid 3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl ester and Allyl-(1-ethynyl-cyclopentyl)-methyl-amine were converted to yield Allyl-methyl-{1-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-ylethynyl]-cyclopentyl}-amine as light yellow oil, MS: 441 (MH+).

Sources & evidence

ORD record
ord-0cf8a729ddce465fa1085b9b209008a3
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

Loading…