1,2-Dichloroethane → 1-(5,8-dichloro-6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-[2-piperidin-1-yl-6-(trifluoromethyl)-3-pyridinyl]prop-2-en-1-one

HRID 676499Notes

Reaction equation

HRID 676499 reaction equation
[BrH:28].[C:22](=[O:23])([O-:24])[O-:25].[CH2:43]([Cl:44])[CH2:45][Cl:46].[CH2:58]1[O:59][CH2:60][CH2:61][CH2:62]1.[CH3:63][N:64]([c:65]1[cH:66][cH:67][n:68][cH:69][cH:70]1)[CH3:71].[Cl:29][c:30]1[c:31]2[c:36]([c:37]([Cl:42])[c:38]([OH:41])[c:39]1[OH:40])[CH2:35][NH:34][CH2:33][CH2:32]2.[ClH:47].[Cs+:26].[Cs+:27].[N:1]1([c:7]2[n:8][c:9]([C:18]([F:19])([F:20])[F:21])[cH:10][cH:11][c:12]2[CH:13]=[CH:14][C:15](=[O:16])[OH:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1.[OH2:72].[OH:48][n:49]1[c:50]2[c:51]([cH:52][cH:53][cH:54][cH:55]2)[n:56][n:57]1>>[N:1]1([c:7]2[n:8][c:9]([C:18]([F:19])([F:20])[F:21])[cH:10][cH:11][c:12]2[CH:13]=[CH:14][C:15](=[O:16])[N:34]2[CH2:33][CH2:32][c:31]3[c:30]([Cl:29])[c:39]([OH:40])[c:38]([OH:41])[c:37]([Cl:42])[c:36]3[CH2:35]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

12

Reactant 11

HCID 111,2-DichloroethaneHCID 260Hydrogen BromideHCID 313Hydrochloric AcidHCID 962WaterHCID 8028TetrahydrofuranHCID 142844-(Dimethylamino)pyridineHCID 19660Carbonate IonHCID 757711-HydroxybenzotriazoleHCID 104967Cesium cation2×HCID 595264895,8-Dichloro-1,2,3,4-tetrahydroisoquinoline-6,7-diolHCID 68512847HCID 68512847, compound

Product 1

HCID 685118161-(5,8-dichloro-6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-[2-piperidin-1-yl-6-(trifluoromethyl)-3-pyridinyl]prop-2-en-1-one

Sources & evidence

ORD record
ord-6dfab7a46cc042159dbfc96787221898
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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