Chlorotrimethylsilane → 3-[1-(4-difluoromethoxy-benzenesulfonyl)-1H-indol-5-yl]azetidine-1-carboxylic acid tert-butyl ester

HRID 314526Notes

Reaction equation

HRID 314526 reaction equation
[Br:6][CH:7]([Br:8])[CH3:9].[C:10]([CH3:11])([CH3:12])([CH3:13])[O:14][C:15](=[O:16])[N:17]1[CH2:18][CH:19]([I:21])[CH2:20]1.[CH3:1][Si:2]([CH3:3])([CH3:4])[Cl:5].[CH3:45][C:46]([N:47]([CH3:48])[CH3:49])=[O:50].[Cu:52][I:53].[F:22][CH:23]([O:24][c:25]1[cH:26][cH:27][c:28]([S:31](=[O:32])(=[O:33])[n:34]2[cH:35][cH:36][c:37]3[cH:38][c:39]([I:43])[cH:40][cH:41][c:42]23)[cH:29][cH:30]1)[F:44].[Zn:51]>>[C:10]([CH3:11])([CH3:12])([CH3:13])[O:14][C:15](=[O:16])[N:17]1[CH2:18][CH:19]([c:39]2[cH:38][c:37]3[cH:36][cH:35][n:34]([S:31]([c:28]4[cH:27][cH:26][c:25]([O:24][CH:23]([F:22])[F:44])[cH:30][cH:29]4)(=[O:32])=[O:33])[c:42]3[cH:41][cH:40]2)[CH2:20]1

Participants

8

Reactant 7

HCID 6397ChlorotrimethylsilaneHCID 112011,1-DibromoethaneHCID 23994ZincHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 31374DimethylacetamideHCID 11000522Tert-butyl 3-iodoazetidine-1-carboxylateHCID 685969371-(4-difluoromethoxybenzenesulfonyl)-5-iodo-1H-indole

Product 1

HCID 685981673-[1-(4-difluoromethoxy-benzenesulfonyl)-1H-indol-5-yl]azetidine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-9c2c686fea194b528d40443bf08007a7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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