Acetate → 5-(5-Hydroxymethyl-2-pyridin-4-yl-furan-3-yl)indan-1-one

HRID 1236199Notes

Reaction equation

HRID 1236199 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH2:13][OH:14])[o:5][c:6]1-[c:7]1[cH:8][cH:9][n:10][cH:11][cH:12]1.[CH3:15][C:16]1([CH3:17])[C:18]([CH3:19])([CH3:20])[O:21][B:22]([c:23]2[cH:24][c:25]3[c:29]([cH:30][cH:31]2)[C:28](=[O:32])[CH2:27][CH2:26]3)[O:33]1.[CH3:35][C:36](=[O:37])[O-:38].[CH3:67][N:68]([CH3:69])[CH:70]=[O:71].[CH3:73][CH2:74][OH:75].[K+:34].[O-:59][C:60]([CH3:61])=[O:62].[O-:63][C:64]([CH3:65])=[O:66].[OH2:72].[Pd+2:58].[c:39]1([P:40]([c:41]2[cH:42][cH:43][cH:44][cH:45][cH:46]2)[c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[cH:53][cH:54][cH:55][cH:56][cH:57]1>>[c:2]1(-[c:23]2[cH:24][c:25]3[c:29]([cH:30][cH:31]2)[C:28](=[O:32])[CH2:27][CH2:26]3)[cH:3][c:4]([CH2:13][OH:14])[o:5][c:6]1-[c:7]1[cH:8][cH:9][n:10][cH:11][cH:12]1

Participants

10

Reactant 9

HCID 175Acetate3×HCID 702EthanolHCID 813Potassium CationHCID 962WaterHCID 6228DimethylformamideHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 185417105-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-oneHCID 69314671(4-Bromo-5-pyridin-4-yl-furan-2-yl)-methanol

Product 1

HCID 693172355-(5-Hydroxymethyl-2-pyridin-4-yl-furan-3-yl)indan-1-one

Sources & evidence

ORD record
ord-91731328e06f4f689069557dd02dc49a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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