Acetate → 4-[2-[3-(Fluoromethyl)pyrrolidin-1-yl]ethyl]-5-methyl-2-[4-(4-methylsulfonylphenyl)phenyl]-1,3-oxazole

HRID 197406Notes

Reaction equation

HRID 197406 reaction equation
[Br:33][c:34]1[cH:35][cH:36][c:37](-[c:40]2[o:41][c:42]([CH3:54])[c:43]([CH2:45][CH2:46][N:47]3[CH2:48][CH:49]([CH2:52][F:53])[CH2:50][CH2:51]3)[n:44]2)[cH:38][cH:39]1.[C:55](=[O:56])([O-:57])[O-:58].[CH3:20][S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][c:27]([B:30]([OH:31])[OH:32])[cH:28][cH:29]1.[CH3:70][CH2:71][O:72][C:73](=[O:74])[CH3:75].[CH3:76][CH2:77][O:78][CH2:79][CH3:80].[CH3:82][C:83]#[N:84].[K+:59].[K+:60].[O-:62][C:63]([CH3:64])=[O:65].[O-:66][C:67]([CH3:68])=[O:69].[OH2:81].[Pd+2:61].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18][cH:19]1>>[CH3:20][S:21](=[O:22])(=[O:23])[c:24]1[cH:25][cH:26][c:27](-[c:34]2[cH:35][cH:36][c:37](-[c:40]3[o:41][c:42]([CH3:54])[c:43]([CH2:45][CH2:46][N:47]4[CH2:48][CH:49]([CH2:52][F:53])[CH2:50][CH2:51]4)[n:44]3)[cH:38][cH:39]2)[cH:28][cH:29]1

Participants

12

Reactant 11

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 962WaterHCID 3283Diethyl EtherHCID 6342AcetonitrileHCID 8857Ethyl AcetateHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 730359812-(4-Bromophenyl)-4-[2-[3-(fluoromethyl)pyrrolidin-1-yl]ethyl]-5-methyl-1,3-oxazole

Product 1

HCID 694691674-[2-[3-(Fluoromethyl)pyrrolidin-1-yl]ethyl]-5-methyl-2-[4-(4-methylsulfonylphenyl)phenyl]-1,3-oxazole

Sources & evidence

ORD record
ord-9955120ce09d4c92afc4614da1fad1c7
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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