proline dl-form → 3-azido-6-bromo-9H-carbazole

HRID 1202222Notes

Reaction equation

HRID 1202222 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[nH:6][c:7]3[cH:8][cH:9][c:10]([Br:15])[cH:11][c:12]3[c:13]2[cH:14]1.[CH3:30][CH2:31][OH:32].[Cu:34][I:35].[N-:16]=[N+:17]=[N-:18].[Na+:19].[Na+:29].[OH-:28].[OH2:33].[OH:20][C:21]([CH:22]1[NH:23][CH2:24][CH2:25][CH2:26]1)=[O:27]>>[Br:1][c:2]1[cH:3][cH:4][c:5]2[nH:6][c:7]3[cH:8][cH:9][c:10]([N:16]=[N+:17]=[N-:18])[cH:11][c:12]3[c:13]2[cH:14]1

Participants

9

Reactant 8

HCID 614proline dl-formHCID 702EthanolHCID 923Sodium ion2×HCID 961HydroxideHCID 962WaterHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 33558AzideHCID 2748743,6-Dibromocarbazole

Product 1

HCID 580658773-azido-6-bromo-9H-carbazole

Sources & evidence

ORD record
ord-b488df37621a4ce7afb1fbcd47a0a4c5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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