proline dl-form → 6-(4-Hydroxy-piperidin-1-yl)-1-methyl-1H-indole-3-carboxylic acid methyl ester

Reaction equation

[C:31](=[O:32])([O-:33])[O-:34].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:15])[c:8]2[cH:9][c:10]([Br:14])[cH:11][cH:12][c:13]12.[Cu:37][I:38].[K+:35].[K+:36].[OH:16][CH:17]1[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]1.[OH:23][C:24]([CH:25]1[NH:26][CH2:27][CH2:28][CH2:29]1)=[O:30]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][n:7]([CH3:15])[c:8]2[cH:9][c:10]([N:20]3[CH2:19][CH2:18][CH:17]([OH:16])[CH2:22][CH2:21]3)[cH:11][cH:12][c:13]12

Participants

Reactant 6

HCID 614proline dl-form

HCID 813Potassium Cation2×

HCID 19660Carbonate Ion

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

HCID 79341Piperidin-4-ol

HCID 57443279Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate

Product 1

Sources & evidence

ORD record: ord-960b62bcd10b4ad3b9fe4c10c139dcfd
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (2/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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