2-[(1,1-Dimethyl-prop-2-ynyl)-methyl-amino]-ethanol → 2-({3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-1,1-dimethyl-prop-2-ynyl}-methyl-amino)-ethanol

HRID 1633699Notes

Reaction equation

HRID 1633699 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13](OS(C(F)(F)F)(=O)=O)=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1.[CH3:25][C:26]([N:30]([CH3:34])[CH2:31][CH2:32][OH:33])([CH3:29])[C:27]#[CH:28]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:28]#[C:27][C:26]([N:30]([CH3:34])[CH2:31][CH2:32][OH:33])([CH3:29])[CH3:25])=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 186795312-[(1,1-Dimethyl-prop-2-ynyl)-methyl-amino]-ethanolHCID 86585583Trifluoro-methanesulfonic acid 1-(4-fluoro-phenyl)-1H-indol-5-yl ester

Product 1

HCID 186794332-({3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-1,1-dimethyl-prop-2-ynyl}-methyl-amino)-ethanol

Procedure

In analogy to example 17.3, Trifluoro-methanesulfonic acid 1-(4-fluoro-phenyl)-1H-indol-5-yl ester and 2-[(1,1-Dimethyl-prop-2-ynyl)-methyl-amino]-ethanol were converted to yield 2-({3-[1-(4-Fluoro-phenyl)-1H-indol-5-yl]-1,1-dimethyl-prop-2-ynyl}-methyl-amino)-ethanol as orange viscous oil, MS: 351 (MH+).

Sources & evidence

ORD record
ord-e699eae05cdc4e33a7b8bd6c3b1ce572
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

Loading…