Acetate → 5-Trimethylsilyloxy-2-(4-[5-hydroxy-1-pentenyl]phenyl)pyridine

HRID 2143535Notes

Reaction equation

HRID 2143535 reaction equation
[C:25](=[O:26])([OH:27])[O-:28].[CH2:19]([CH2:20][CH2:21][CH:22]=[CH2:23])[OH:24].[CH3:1][Si:2]([O:3][c:4]1[cH:5][cH:6][c:7](-[c:10]2[cH:11][cH:12][c:13]([Br:16])[cH:14][cH:15]2)[n:8][cH:9]1)([CH3:17])[CH3:18].[CH3:58][N:59]1[CH2:60][CH2:61][CH2:62][C:63]1=[O:64].[Na+:29].[O-:50][C:51]([CH3:52])=[O:53].[O-:54][C:55]([CH3:56])=[O:57].[Pd+2:49].[c:30]1([P:31]([c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[cH:44][cH:45][cH:46][cH:47][cH:48]1>>[CH3:1][Si:2]([O:3][c:4]1[cH:5][cH:6][c:7](-[c:10]2[cH:11][cH:12][c:13]([CH:23]=[CH:22][CH2:21][CH2:20][CH2:19][OH:24])[cH:14][cH:15]2)[n:8][cH:9]1)([CH3:17])[CH3:18]

Participants

9

Reactant 8

HCID 175Acetate2×HCID 769Bicarbonate IonHCID 923Sodium ionHCID 11776TriphenylphosphineHCID 131814-Penten-1-OLHCID 13387N-methyl-2-pyrrolidoneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 190171025-Trimethylsilyloxy-2-(4-bromophenyl)pyridine

Product 1

HCID 543181965-Trimethylsilyloxy-2-(4-[5-hydroxy-1-pentenyl]phenyl)pyridine

Sources & evidence

ORD record
ord-837246794ab7472ea11fd1dbf060c9b1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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