proline dl-form → 1-{3,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole

HRID 1133191Notes

Reaction equation

HRID 1133191 reaction equation
[Cu:56][I:57].[K+:40].[K+:41].[K+:42].[O:51]=[CH:52][N:53]([CH3:54])[CH3:55].[OH:43][C:44]([CH:45]1[NH:46][CH2:47][CH2:48][CH2:49]1)=[O:50].[P:35]([O-:36])([O-:37])([O-:38])=[O:39].[c:18]1([CH2:24][O:25][c:26]2[c:27]([F:34])[cH:28][c:29]([Br:33])[cH:30][c:31]2[F:32])[cH:19][cH:20][cH:21][cH:22][cH:23]1.[c:1]1([CH2:7][O:8][c:9]2[c:10]3[cH:11][cH:12][nH:13][c:14]3[cH:15][cH:16][cH:17]2)[cH:2][cH:3][cH:4][cH:5][cH:6]1>>[c:1]1([CH2:7][O:8][c:9]2[c:10]3[cH:11][cH:12][n:13](-[c:29]4[cH:28][c:27]([F:34])[c:26]([O:25][CH2:24][c:18]5[cH:19][cH:20][cH:21][cH:22][cH:23]5)[c:31]([F:32])[cH:30]4)[c:14]3[cH:15][cH:16][cH:17]2)[cH:2][cH:3][cH:4][cH:5][cH:6]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 884654-(phenylmethoxy)-1H-indoleHCID 142076414-Bromo-2,6-difluoro-1-(benzyloxy)benzene

Product 1

HCID 596279281-{3,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-[(phenylmethyl)oxy]-1H-indole

Sources & evidence

ORD record
ord-db48d6dcc59140e2bd055863e5c3abb0
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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