Acetate → 6-Cyclopropyl-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one

HRID 1570684Notes

Reaction equation

HRID 1570684 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:9]([c:10]([F:12])[cH:11]1)[C:8](=[O:13])[NH:7][CH2:6][CH2:5]2.[CH3:47][c:48]1[cH:49][cH:50][cH:51][cH:52][cH:53]1.[CH3:54][CH2:55][O:56][C:57](=[O:58])[CH3:59].[CH:14]1([P:15]([CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[CH:27]2[CH2:18][CH2:17][CH2:16][CH2:31][CH2:32]2)[CH2:25][CH2:26][CH2:28][CH2:29][CH2:30]1.[CH:33]1([B:34]([OH:35])[OH:36])[CH2:37][CH2:38]1.[K+:44].[K+:45].[K+:46].[O-:61][C:62]([CH3:63])=[O:64].[O-:65][C:66]([CH3:67])=[O:68].[OH2:69].[P:39]([O-:40])([O-:41])([O-:42])=[O:43].[Pd+2:60]>>[c:2]1([CH:31]2[CH2:27][CH2:32]2)[cH:3][c:4]2[c:9]([c:10]([F:12])[cH:11]1)[C:8](=[O:13])[NH:7][CH2:6][CH2:5]2

Participants

11

Reactant 10

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 8857Ethyl AcetateHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 594737766-Bromo-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one

Product 1

HCID 594738126-Cyclopropyl-8-fluoro-3,4-dihydroisoquinolin-1(2H)-one

Sources & evidence

ORD record
ord-4e01f36e5bdf45498e58d087b55ea671
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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