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proline dl-form → 9-Chloro-6-[2-(2-chlorophenyl)prop-1-enyl]-3-methyl-1,2,4,5-tetrahydroazepino[4,5-b]indole

HRID 120659
Notes
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Reaction equation

HRID 120659 reaction equation
[Br:17][CH:18]=[C:19]([CH3:20])[c:21]1[c:22]([Cl:27])[cH:23][cH:24][cH:25][cH:26]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][CH2:12][N:13]([CH3:16])[CH2:14][CH2:15]3.[Cu:41][I:42].[O:36]=[CH:37][N:38]([CH3:39])[CH3:40].[OH:28][C:29]([CH:30]1[NH:31][CH2:32][CH2:33][CH2:34]1)=[O:35]>>[Cl:1][c:2]1[cH:3][c:4]2[c:5]3[c:6]([n:7]([CH:18]=[C:19]([CH3:20])[c:21]4[c:22]([Cl:27])[cH:23][cH:24][cH:25][cH:26]4)[c:8]2[cH:9][cH:10]1)[CH2:11][CH2:12][N:13]([CH3:16])[CH2:14][CH2:15]3
ParticipantsSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 614proline dl-formHCID 6228DimethylformamideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 685585079-Chloro-3-methyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indoleHCID 866424771-(1-Bromoprop-1-en-2-yl)-2-chlorobenzene

Product 1

HCID 68560686
9-Chloro-6-[2-(2-chlorophenyl)prop-1-enyl]-3-methyl-1,2,4,5-tetrahydroazepino[4,5-b]indole

Sources & evidence

ORD record
ord-148ab426e6ed408aad64e54bd9cf729a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes