proline dl-form → 6-chloro-9-(2-(4-chlorophenyl)prop-1-enyl)-2-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

HRID 301083Notes

Reaction equation

HRID 301083 reaction equation
[Br:32][CH:33]=[C:34]([CH3:35])[c:36]1[cH:37][cH:38][c:39]([Cl:42])[cH:40][cH:41]1.[Cl:1][c:2]1[cH:3][c:4]2[c:5]3[c:6]([nH:7][c:8]2[cH:9][cH:10]1)[CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]3.[Cu:48][I:49].[K+:29].[K+:30].[K+:31].[O:43]=[CH:44][N:45]([CH3:46])[CH3:47].[OH:16][C:17]([CH:18]1[NH:19][CH2:20][CH2:21][CH2:22]1)=[O:23].[P:24]([O-:25])([O-:26])([O-:27])=[O:28]>>[Cl:1][c:2]1[cH:3][c:4]2[c:5]3[c:6]([n:7]([CH:33]=[C:34]([CH3:35])[c:36]4[cH:37][cH:38][c:39]([Cl:42])[cH:40][cH:41]4)[c:8]2[cH:9][cH:10]1)[CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]3

Participants

8

Reactant 7

HCID 614proline dl-formHCID 813Potassium Cation3×HCID 1061PhosphateHCID 6228DimethylformamideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 155083736-chloro-2-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 713276411-(1-Bromoprop-1-en-2-yl)-4-chlorobenzene

Product 1

HCID 669117576-chloro-9-(2-(4-chlorophenyl)prop-1-enyl)-2-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Sources & evidence

ORD record
ord-67ea6be6d4ad4edc91d5c9fe8d5cfb7a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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