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

HRID 93020

Reaction equation

HRID 93020 reaction equation
[Br:34][CH:35]=[C:36]([CH3:37])[c:38]1[cH:39][c:40]([F:45])[c:41]([F:44])[cH:42][cH:43]1.[CH2:1]([CH3:2])[CH:3]1[N:4]([CH3:17])[CH2:5][CH2:6][c:7]2[c:8]1[nH:9][c:10]1[cH:11][cH:12][c:13]([CH3:16])[cH:14][c:15]21.[Cu:51][I:52].[K+:31].[K+:32].[K+:33].[O:46]=[CH:47][N:48]([CH3:49])[CH3:50].[OH:18][C:19]([CH:20]1[NH:21][CH2:22][CH2:23][CH2:24]1)=[O:25].[P:26]([O-:27])([O-:28])([O-:29])=[O:30]>>[CH2:1]([CH3:2])[CH:3]1[N:4]([CH3:17])[CH2:5][CH2:6][c:7]2[c:8]1[n:9]([CH:35]=[C:36]([CH3:37])[c:38]1[cH:39][c:40]([F:45])[c:41]([F:44])[cH:42][cH:43]1)[c:10]1[cH:11][cH:12][c:13]([CH3:16])[cH:14][c:15]21

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 669117191-ethyl-2,6-dimethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 866355044-(1-Bromoprop-1-en-2-yl)-1,2-difluorobenzene

Product 1

HCID 669117919-[2-(3,4-difluorophenyl)prop-1-enyl]-1-ethyl-2,6-dimethyl-3,4-dihydro-1H-pyrido[3,4-b]indole

Sources & evidence

ORD record
ord-28f843aa8cf94a72a01d9f4a215f9678
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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