2-(Ethylamino)ethanol → 2-(Ethyl-{5-[1-(4-ethynyl-phenyl)-1H-indol-5-yl]-pent-4-ynyl}-amino)-ethanol

HRID 1633666Notes

Reaction equation

HRID 1633666 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:17]3[C:12](=[CH:13][C:14]([C:18]#[C:19][CH2:20][CH2:21][CH2:22]OS(C)(=O)=O)=[CH:15][CH:16]=3)[CH:11]=[CH:10]2)=[CH:5][CH:4]=1)#[CH:2].[CH2:28]([NH:30][CH2:31][CH2:32][OH:33])[CH3:29]>>[CH2:28]([N:30]([CH2:22][CH2:21][CH2:20][C:19]#[C:18][C:14]1[CH:13]=[C:12]2[C:17](=[CH:16][CH:15]=1)[N:9]([C:6]1[CH:7]=[CH:8][C:3]([C:1]#[CH:2])=[CH:4][CH:5]=1)[CH:10]=[CH:11]2)[CH2:31][CH2:32][OH:33])[CH3:29]

Participants

3

Reactant 2

HCID 80722-(Ethylamino)ethanolHCID 86585592Methanesulfonic acid 5-[1-(4-ethynyl-phenyl)-1H-indol-5-yl]-pent-4-ynyl ester

Product 1

HCID 186794672-(Ethyl-{5-[1-(4-ethynyl-phenyl)-1H-indol-5-yl]-pent-4-ynyl}-amino)-ethanol

Procedure

In analogy to example 5.5, Methanesulfonic acid 5-[1-(4-ethynyl-phenyl)-1H -indol-5-yl]-pent-4-ynyl ester and 2-ethylaminoethanol were converted to yield 2-(Ethyl-{5-[1-(4-ethynyl-phenyl)-1H-indol-5-yl]-pent-4-ynyl}-amino)-ethanol as light yellow viscous oil, MS: 371 (MH+).

Sources & evidence

ORD record
ord-8d148bb657684de6947df0b5ebc31bec
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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