N,N-Dimethylglycine → 3,3-Dimethyl-2-(3-methyl-5-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

HRID 88072Notes

Reaction equation

HRID 88072 reaction equation
[C:39](=[O:40])([O-:41])[O-:42].[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]([CH3:22])[cH:21]1)[C:10]([CH3:24])([CH3:25])[CH2:9]2.[CH2:26]1[CH2:27][O:28][CH2:29][CH2:30][NH:31]1.[CH3:32][N:33]([CH2:34][C:35](=[O:36])[OH:37])[CH3:38].[CH3:45][S:46]([CH3:47])=[O:48].[CH3:51][CH2:52][O:53][C:54](=[O:55])[CH3:56].[Cu:49][I:50].[K+:43].[K+:44]>>[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:31]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[cH:19][c:20]([CH3:22])[cH:21]1)[C:10]([CH3:24])([CH3:25])[CH2:9]2

Participants

9

Reactant 8

HCID 673N,N-DimethylglycineHCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 8083MorpholineHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 674415422-(3-Bromo-5-methyl-phenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

Product 1

HCID 674425853,3-Dimethyl-2-(3-methyl-5-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydro-quinoline-6-carboxylic acid ethyl ester

Sources & evidence

ORD record
ord-f33a7ec44fc042298340ccfd4d99dfb3
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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