Benzonitrile → 4-(1-Phenyl-1-(3-hydroxy-1-butyn-1-yl)-methylene)-piperidine-1-carboxylic Acid Tert-Butyl Ester

HRID 315011Notes

Reaction equation

HRID 315011 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[C:14]([I:15])[c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:12][CH2:13]1.[C:46]([c:47]1[cH:48][cH:49][cH:50][cH:51][cH:52]1)#[N:53].[C:54]([c:55]1[cH:56][cH:57][cH:58][cH:59][cH:60]1)#[N:61].[CH2:64]1[CH2:65][CH2:66][NH:67][CH2:68][CH2:69]1.[CH3:38][CH:39]([C:40]#[CH:41])[OH:42].[Cl:43][Pd:44][Cl:45].[Cu:62][I:63].[o:22]1[cH:23][cH:24][cH:25][c:26]1[P:27]([c:28]1[o:29][cH:30][cH:31][cH:32]1)[c:33]1[o:34][cH:35][cH:36][cH:37]1>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][C:11](=[C:14]([c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[C:41]#[C:40][CH:39]([CH3:38])[OH:42])[CH2:12][CH2:13]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 670465554-(1-Phenyl-1-iodomethylene)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 866219574-(1-Phenyl-1-(3-hydroxy-1-butyn-1-yl)-methylene)-piperidine-1-carboxylic Acid Tert-Butyl Ester

Sources & evidence

ORD record
ord-9825357538104c76aeb1220a1d1de1ab
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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