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

HRID 1633698Notes

Reaction equation

HRID 1633698 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]([CH2:34][CH3:35])[CH2:31][CH2:32][OH:33])([CH3:29])[C:27]#[CH:28]>>[CH2:34]([N:30]([C:26]([CH3:25])([CH3:29])[C:27]#[C:28][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH:9]=[CH:10]2)[CH2:31][CH2:32][OH:33])[CH3:35]

Participants

3

Reactant 2

HCID 223139772-[(1,1-Dimethyl-prop-2-ynyl)-ethyl-amino]-ethanolHCID 86585583Trifluoro-methanesulfonic acid 1-(4-fluoro-phenyl)-1H-indol-5-yl ester

Product 1

HCID 99690582-(Ethyl-{3-[1-(4-fluoro-phenyl)-1H-indol-5-yl]-1,1-dimethyl-prop-2-ynyl}-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)-ethyl-amino]-ethanol were converted to Yield 2-(Ethyl-{3-[1-(4-fluoro-phenyl)-1H-indol-5-yl]-1,1-dimethyl-prop-2-ynyl}-amino)-ethanol as orange viscous oil, MS: 365 (MH+).

Sources & evidence

ORD record
ord-5b409fd7f25d4364910e30f148764eba
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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