Acetate → 1-(Tert-butoxycarbonyl)-3,3-dimethyl-4-(4,5-difluorobenzofur-7-yl)-1,2,3,6-tetrahydropyridine
Reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C:10]([CH3:22])([CH3:23])[C:11]([O:14][S:15]([C:16]([F:17])([F:18])[F:19])(=[O:20])=[O:21])=[CH:12][CH2:13]1.[C:66]([O-:67])(=[O:68])[CH3:69].[C:71]([O-:72])(=[O:73])[CH3:74].[CH2:75]([OH:76])[CH2:77][CH3:78].[CH3:79][c:80]1[cH:81][cH:82][cH:83][cH:84][cH:85]1.[Cl-:59].[F:44][c:45]1[c:46]([F:57])[cH:47][c:48]([B:54]([OH:55])[OH:56])[c:49]2[c:50]1[cH:51][cH:52][o:53]2.[Li+:58].[Na+:60].[Na+:61].[O-:62][C:63](=[O:64])[O-:65].[O:24].[Pd+2:70].[c:25]1([P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41][cH:42][cH:43]1>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][C:10]([CH3:22])([CH3:23])[C:11]([c:48]2[cH:47][c:46]([F:57])[c:45]([F:44])[c:50]3[c:49]2[o:53][cH:52][cH:51]3)=[CH:12][CH2:13]1Participants
13
Reactant 12
HCID 175Acetate2×
HCID 312Chloride
HCID 923Sodium ion2×
HCID 962Water
HCID 10311-Propanol
HCID 1140Toluene
HCID 11776Triphenylphosphine
HCID 19660Carbonate Ion
HCID 28486Lithium ion
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 22495548tert-butyl 5,5-dimethyl-4-(trifluoromethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate
HCID 22495642(4,5-Difluorobenzofuran-7-yl)boronic acidProduct 1
Sources & evidence
- ORD record
- ord-f49eb05bce68499eba3aace3b53b155d
- Source dataset
- Training data from https://doi.org/10.1039/C8SC04228D (3/10)
Reaction notes
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