Diisopropylamine → 2-[5-(5-Bromo-pyridin-2-ylethynyl)-indol-1-yl]-ethanol

HRID 1132198Notes

Reaction equation

HRID 1132198 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([Br:8])[cH:6][cH:7]1.[C:9](#[CH:10])[c:11]1[cH:12][c:13]2[cH:14][cH:15][n:16]([CH2:20][CH2:21][OH:22])[c:17]2[cH:18][cH:19]1.[CH2:30]1[O:31][CH2:32][CH2:33][CH2:34]1.[CH:23]([NH:24][CH:25]([CH3:26])[CH3:27])([CH3:28])[CH3:29].[Cu:35][I:36].[Pd:37]([Cl:38])[Cl:39].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[cH:54][cH:55][cH:56][cH:57][cH:58]1.[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1>>[c:2]1([C:10]#[C:9][c:11]2[cH:12][c:13]3[cH:14][cH:15][n:16]([CH2:20][CH2:21][OH:22])[c:17]3[cH:18][cH:19]2)[n:3][cH:4][c:5]([Br:8])[cH:6][cH:7]1

Participants

8

Reactant 7

HCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 693532,5-DibromopyridineHCID 859695012-(5-Ethynyl-indol-1-yl)-ethanol

Product 1

HCID 673628532-[5-(5-Bromo-pyridin-2-ylethynyl)-indol-1-yl]-ethanol

Sources & evidence

ORD record
ord-7196bca74d204e0d881c2eaa263ebf00
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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