Dimethyl Sulfoxide → 2-(3-Fluoro-5-pyrrolidin-1-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

HRID 2150507Notes

Reaction equation

HRID 2150507 reaction equation
[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:13]([cH:14][cH:15]1)[NH:12][CH:11]([c:16]1[cH:17][c:18]([Br:23])[cH:19][c:20]([F:22])[cH:21]1)[C:10]([CH3:24])([CH3:25])[CH2:9]2.[CH2:26]1[CH2:27][CH2:28][NH:29][CH2:30]1.[CH3:33][CH2:34][O:35][C:36](=[O:37])[CH3:38].[CH3:39][S:40]([CH3:41])=[O:42].[Cu:43][I:44].[K+:32].[OH-:31]>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[cH:7][c:8]2[c:13]([cH:14][cH:15]1)[NH:12][CH:11]([c:16]1[cH:17][c:18]([N:29]3[CH2:28][CH2:27][CH2:26][CH2:30]3)[cH:19][c:20]([F:22])[cH:21]1)[C:10]([CH3:24])([CH3:25])[CH2:9]2

Participants

8

Reactant 7

HCID 679Dimethyl SulfoxideHCID 813Potassium CationHCID 961HydroxideHCID 8857Ethyl AcetateHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 31268PyrrolidineHCID 674437712-(3-Bromo-5-fluoro-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

Product 1

HCID 674412082-(3-Fluoro-5-pyrrolidin-1-yl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

Sources & evidence

ORD record
ord-14615577ca89429dbaab55213845b761
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

Loading…