Acetate → tert-Butyl 4-(3-(5-cyclopropylpyridin-2-yloxy)benzylidene)piperidine-1-carboxylate

HRID 175339Notes

Reaction equation

HRID 175339 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([O:8][c:9]2[cH:10][c:11]([CH:12]=[C:13]3[CH2:14][CH2:15][N:16]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:17][CH2:18]3)[cH:26][cH:27][cH:28]2)[n:6][cH:7]1.[C:70]([O-:71])(=[O:72])[CH3:73].[C:75]([O-:76])(=[O:77])[CH3:78].[CH3:62][c:63]1[cH:64][cH:65][cH:66][cH:67][cH:68]1.[CH:29]1([B:32]([OH:33])[OH:34])[CH2:30][CH2:31]1.[CH:43]1([P:44]([CH:45]2[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]2)[CH:51]2[CH2:52][CH2:53][CH2:54][CH2:55][CH2:56]2)[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61]1.[K+:40].[K+:41].[K+:42].[OH2:69].[P:35]([O-:36])([O-:37])([O-:38])=[O:39].[Pd+2:74]>>[c:2]1([CH:29]2[CH2:30][CH2:31]2)[cH:3][cH:4][c:5]([O:8][c:9]2[cH:10][c:11]([CH:12]=[C:13]3[CH2:14][CH2:15][N:16]([C:19](=[O:20])[O:21][C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:17][CH2:18]3)[cH:26][cH:27][cH:28]2)[n:6][cH:7]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 66876348tert-Butyl 4-(3-(5-bromopyridin-2-yloxy)benzylidene)piperidine-1-carboxylate

Product 1

HCID 66876584tert-Butyl 4-(3-(5-cyclopropylpyridin-2-yloxy)benzylidene)piperidine-1-carboxylate

Sources & evidence

ORD record
ord-3ca4edd375fc451aaf290a8741d9c5f5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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