Acetate → Acetic acid 3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl Ester

HRID 162913Notes

Reaction equation

HRID 162913 reaction equation
[Br:23][c:24]1[cH:25][cH:26][c:27]([C:30](=[O:31])[N:32]2[CH2:33][CH2:34][CH:35]([C:38]([F:39])([F:40])[F:41])[CH2:36][CH2:37]2)[cH:28][cH:29]1.[C:42](=[O:43])([O-:44])[O-:45].[C:73]([O-:74])(=[O:75])[CH3:76].[C:78]([O-:79])(=[O:80])[CH3:81].[CH2:67]([CH2:68][O:69][CH3:70])[O:71][CH3:72].[CH3:82][OH:83].[Cl:1][c:2]1[c:3]([CH2:4][O:5][C:6]([CH3:7])=[O:8])[c:9]([Cl:22])[cH:10][c:11]([B:13]2[O:14][C:15]([CH3:16])([CH3:17])[C:18]([CH3:19])([CH3:20])[O:21]2)[cH:12]1.[K+:46].[K+:47].[OH2:84].[Pd+2:77].[c:48]1([P:49]([c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[cH:62][cH:63][cH:64][cH:65][cH:66]1>>[Cl:1][c:2]1[c:3]([CH2:4][O:5][C:6]([CH3:7])=[O:8])[c:9]([Cl:22])[cH:10][c:11](-[c:24]2[cH:25][cH:26][c:27]([C:30](=[O:31])[N:32]3[CH2:33][CH2:34][CH:35]([C:38]([F:39])([F:40])[F:41])[CH2:36][CH2:37]3)[cH:28][cH:29]2)[cH:12]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 887MethanolHCID 962WaterHCID 80711,2-DimethoxyethaneHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 53400861(4-Bromophenyl)(4-(trifluoromethyl)piperidin-1-yl)methanoneHCID 57672046Acetic acid 2,6-dichloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl ester

Product 1

HCID 57672051Acetic acid 3,5-dichloro-4'-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl Ester

Sources & evidence

ORD record
ord-ab188826508c4b559d987004d0214eca
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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