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

HRID 168352Notes

Reaction equation

HRID 168352 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.[CH3:1][N:2]1[CH2:3][c:4]2[nH:5][c:6]3[cH:7][cH:8][c:9]([CH3:15])[cH:10][c:11]3[c:12]2[CH2:13][CH2:14]1.[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]>>[CH3:1][N:2]1[CH2:3][c:4]2[n:5]([CH:33]=[C:34]([CH3:35])[c:36]3[cH:37][cH:38][c:39]([Cl:42])[cH:40][cH:41]3)[c:6]3[cH:7][cH:8][c:9]([CH3:15])[cH:10][c:11]3[c:12]2[CH2:13][CH2:14]1

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 7571332,3,4,9-Tetrahydro-2,6-dimethyl-1H-pyrido[3,4-b]indoleHCID 713276411-(1-Bromoprop-1-en-2-yl)-4-chlorobenzene

Product 1

HCID 669117779-(2-(4-chlorophenyl)prop-1-enyl)-2,6-dimethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Sources & evidence

ORD record
ord-5ab390e0555a453bae0b223ad23cc6f2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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