Ethyl Acetate → 3-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-azetidine-1-carboxylic acid tert-butyl ester

HRID 201277Notes

Reaction equation

HRID 201277 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.[CH3:32][C:33]([N:34]([CH3:35])[CH3:36])=[O:37].[CH3:38][CH2:39][O:40][C:41](=[O:42])[CH3:43].[Cl:1][C:2]([SiH3:3])([Cl:4])[Cl:5].[Cu:45][I:46].[I:22][c:23]1[cH:24][c:25]2[c:26]([n:27][cH:28]1)[nH:29][cH:30][cH:31]2.[Zn:44]>>[C:10]([CH3:11])([CH3:12])([CH3:13])[O:14][C:15](=[O:16])[N:17]1[CH2:18][CH:19]([c:23]2[cH:24][c:25]3[c:26]([n:27][cH:28]2)[nH:29][cH:30][cH:31]3)[CH2:20]1

Participants

9

Reactant 8

HCID 8857Ethyl AcetateHCID 112011,1-DibromoethaneHCID 23994ZincHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 31374DimethylacetamideHCID 11000522Tert-butyl 3-iodoazetidine-1-carboxylateHCID 242292145-Iodo-1H-pyrrolo[2,3-b]pyridineHCID 71317501CID 71317501

Product 1

HCID 685976733-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-azetidine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-a1c41454d5af4ac199bd09ae0870251c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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