Water → Ethyl 8-chloro-1-[(6'-methyl-2,3'-bipyridin-5-yl)methyl]-4-oxo-1,4-dihydrocinnoline-3-carboxylate

HRID 2310288Notes

Reaction equation

HRID 2310288 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([CH2:8][n:9]2[n:10][c:11]([C:21](=[O:22])[O:23][CH2:24][CH3:25])[c:12](=[O:20])[c:13]3[cH:14][cH:15][cH:16][c:17]([Cl:19])[c:18]23)[cH:6][n:7]1.[C:36](=[O:37])([O-:38])[O-:39].[CH3:26][c:27]1[cH:28][cH:29][c:30]([B:33]([OH:34])[OH:35])[cH:31][n:32]1.[CH3:42][N:43]([CH3:44])[CH:45]=[O:46].[Cs+:40].[Cs+:41].[Cu:48][Cl:49].[OH2:47]>>[c:2]1(-[c:30]2[cH:29][cH:28][c:27]([CH3:26])[n:32][cH:31]2)[cH:3][cH:4][c:5]([CH2:8][n:9]2[n:10][c:11]([C:21](=[O:22])[O:23][CH2:24][CH3:25])[c:12](=[O:20])[c:13]3[cH:14][cH:15][cH:16][c:17]([Cl:19])[c:18]23)[cH:6][n:7]1

Participants

8

Reactant 7

HCID 962WaterHCID 6228DimethylformamideHCID 19660Carbonate IonHCID 62652Cuprous chlorideHCID 104967Cesium cation2×HCID 27630812-Methylpyridine-5-boronic acidHCID 86659998Ethyl 1-[(6-bromopyridin-3-yl)methyl]-8-chloro-4-oxo-1,4-dihydrocinnoline-3-carboxylate

Product 1

HCID 86659999Ethyl 8-chloro-1-[(6'-methyl-2,3'-bipyridin-5-yl)methyl]-4-oxo-1,4-dihydrocinnoline-3-carboxylate

Sources & evidence

ORD record
ord-d42be80a671646238918b91466b53d89
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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