proline dl-form → 6-[2-(3-Fluoro-4-methoxyphenyl)prop-1-enyl]-3,9-dimethyl-1,2,4,5-tetrahydroazepino[4,5-b]indole

HRID 100949Notes

Reaction equation

HRID 100949 reaction equation
[Br:33][CH:34]=[C:35]([CH3:36])[c:37]1[cH:38][c:39]([F:45])[c:40]([O:43][CH3:44])[cH:41][cH:42]1.[CH3:1][N:2]1[CH2:3][CH2:4][c:5]2[nH:6][c:7]3[cH:8][cH:9][c:10]([CH3:16])[cH:11][c:12]3[c:13]2[CH2:14][CH2:15]1.[Cu:51][I:52].[K+:30].[K+:31].[K+:32].[O:46]=[CH:47][N:48]([CH3:49])[CH3:50].[OH:17][C:18]([CH:19]1[NH:20][CH2:21][CH2:22][CH2:23]1)=[O:24].[P:25]([O-:26])([O-:27])([O-:28])=[O:29]>>[CH3:1][N:2]1[CH2:3][CH2:4][c:5]2[n:6]([CH:34]=[C:35]([CH3:36])[c:37]3[cH:38][c:39]([F:45])[c:40]([O:43][CH3:44])[cH:41][cH:42]3)[c:7]3[cH:8][cH:9][c:10]([CH3:16])[cH:11][c:12]3[c:13]2[CH2:14][CH2:15]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 685600921,2,3,4,5,6-Hexahydro-3,9-dimethylazepino[4,5-b]indoleHCID 866355054-(1-Bromoprop-1-en-2-yl)-2-fluoro-1-methoxybenzene

Product 1

HCID 685601306-[2-(3-Fluoro-4-methoxyphenyl)prop-1-enyl]-3,9-dimethyl-1,2,4,5-tetrahydroazepino[4,5-b]indole

Sources & evidence

ORD record
ord-040f5d2ca6dc42fc859081a22fe48ae1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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