2-(Ethyl-2-propyn-1-ylamino)ethanol → 2-(Ethyl-{3-[1-(4-fluoro-phenyl)-1H-indol-5-yl]-prop-2-ynyl}-amino)-ethanol

HRID 1633700Notes

Reaction equation

HRID 1633700 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.[CH2:25]([N:27]([CH2:31][C:32]#[CH:33])[CH2:28][CH2:29][OH:30])[CH3:26]>>[CH2:25]([N:27]([CH2:31][C:32]#[C:33][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)[CH2:28][CH2:29][OH:30])[CH3:26]

Participants

3

Reactant 2

HCID 2498742-(Ethyl-2-propyn-1-ylamino)ethanolHCID 86585583Trifluoro-methanesulfonic acid 1-(4-fluoro-phenyl)-1H-indol-5-yl ester

Product 1

HCID 186795652-(Ethyl-{3-[1-(4-fluoro-phenyl)-1H-indol-5-yl]-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-(Ethyl-prop-2-ynyl-amino)-ethanol were converted to yield 2-(Ethyl-{3-[1-(4-fluoro-phenyl)-1H-indol-5-yl]-prop-2-ynyl}-amino)-ethanol as brown viscous oil, MS: 337 (MH+).

Sources & evidence

ORD record
ord-daf2d0daf5d24fc589bca0c0e88376f1
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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