Benzonitrile → 4-Methoxy-7-(3-hydroxy-1-butyn-1-yl)-6-azaindole

HRID 2123591Notes

Reaction equation

HRID 2123591 reaction equation
[C:37]([c:38]1[cH:39][cH:40][cH:41][cH:42][cH:43]1)#[N:44].[C:45]([c:46]1[cH:47][cH:48][cH:49][cH:50][cH:51]1)#[N:52].[CH2:55]1[CH2:56][CH2:57][NH:58][CH2:59][CH2:60]1.[CH3:1][O:2][c:3]1[c:4]2[cH:5][cH:6][nH:7][c:8]2[c:9]([Br:12])[n:10][cH:11]1.[CH3:29][CH:30]([C:31]#[CH:32])[OH:33].[Cl:34][Pd:35][Cl:36].[Cu:53][I:54].[o:13]1[cH:14][cH:15][cH:16][c:17]1[P:18]([c:19]1[o:20][cH:21][cH:22][cH:23]1)[c:24]1[o:25][cH:26][cH:27][cH:28]1>>[CH3:1][O:2][c:3]1[c:4]2[cH:5][cH:6][nH:7][c:8]2[c:9]([C:32]#[C:31][CH:30]([CH3:29])[OH:33])[n:10][cH:11]1

Participants

8

Reactant 7

HCID 7505Benzonitrile2×HCID 8082PiperidineHCID 162393-Butyn-2-olHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 521585Tris(furan-2-yl)phosphaneHCID 207912447-bromo-4-methoxy-1H-pyrrolo[2,3-c]pyridine

Product 1

HCID 596816704-Methoxy-7-(3-hydroxy-1-butyn-1-yl)-6-azaindole

Sources & evidence

ORD record
ord-6ffc1cbd0cca4f4bb56125ec9359c95c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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