Water → Ethyl 6-(6-(3-ethylureido)pyridin-3-yl)-1-(2-methoxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 1541610Notes

Reaction equation

HRID 1541610 reaction equation
[C:43](=[O:44])([O-:45])[O-:46].[CH2:1]([CH3:2])[NH:3][C:4](=[O:5])[NH:6][c:7]1[n:8][cH:9][c:10]([B:13]2[O:14][C:15]([CH3:16])([CH3:17])[C:18]([CH3:19])([CH3:20])[O:21]2)[cH:11][cH:12]1.[Cs+:47].[Cs+:48].[I:22][c:23]1[cH:24][c:25]2[c:26](=[O:42])[c:27]([C:37](=[O:38])[O:39][CH2:40][CH3:41])[cH:28][n:29]([CH2:33][CH2:34][O:35][CH3:36])[c:30]2[cH:31][cH:32]1.[O:49]1[CH2:50][CH2:51][O:52][CH2:53][CH2:54]1.[OH2:55].[Pd:56].[c:57]1([PH:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)([c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[cH:77][cH:78][cH:79][cH:80][cH:81]1>>[CH2:1]([CH3:2])[NH:3][C:4](=[O:5])[NH:6][c:7]1[n:8][cH:9][c:10](-[c:23]2[cH:24][c:25]3[c:26](=[O:42])[c:27]([C:37](=[O:38])[O:39][CH2:40][CH3:41])[cH:28][n:29]([CH2:33][CH2:34][O:35][CH3:36])[c:30]3[cH:31][cH:32]2)[cH:11][cH:12]1

Participants

9

Reactant 8

HCID 962WaterHCID 19660Carbonate IonHCID 23938PalladiumHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 592084346-(3-Ethylureido)pyridine-3-boronic acid pinacol esterHCID 59208478Ethyl 6-iodo-1-[2-(methyloxy)ethyl]-4-oxo-1,4-dihydro-3-quinolinecarboxylateHCID 178420552HCID 178420552, compound

Product 1

HCID 59208515Ethyl 6-(6-(3-ethylureido)pyridin-3-yl)-1-(2-methoxyethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Sources & evidence

ORD record
ord-4a02b5858a9846f7b6ffca8ab0ed99c1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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