2-(Ethylamino)ethanol → 2-(Ethyl-{5-[6-fluoro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indol-5-yl]-pent-4-ynyl}-amino)-ethanol

HRID 49521Notes

Reaction equation

HRID 49521 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[S:11]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][C:3]=1[C:21]#[C:22][CH2:23][CH2:24][CH2:25]O.[CH2:27]([NH:29][CH2:30][CH2:31][OH:32])[CH3:28]>>[CH2:27]([N:29]([CH2:25][CH2:24][CH2:23][C:22]#[C:21][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[F:1])[N:8]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1)(=[O:13])=[O:12])[CH2:7][CH2:6]2)[CH2:30][CH2:31][OH:32])[CH3:28]

Participants

3

Procedure

In analogy to example 16.13, 5-[6-Fluoro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indol-5-yl]-pent-4-yn-1-ol and 2-(ethylamino)ethanol instead of 2-(methylamino)ethanol were converted to yield 2-(Ethyl-{5-[6-fluoro-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-indol-5-yl]-pent-4-ynyl}-amino)-ethanol as a light yellow oil, MS: 445 (MH+).

Sources & evidence

ORD record
ord-ab6c5940e3a94eada80f6cb34f230bc5
Source dataset
uspto-grants-2004_03
Patent number
US06706751B2

Reaction notes

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