Acetate → 7-Chloro-2,3-dihydro-3,3-dimethylfuro[2,3-c]pyridine-5-methanol

HRID 819511Notes

Reaction equation

HRID 819511 reaction equation
[C:43]([O-:44])(=[O:45])[CH3:46].[C:48]([O-:49])(=[O:50])[CH3:51].[CH2:26]([N+:27]([CH2:28][CH2:29][CH2:30][CH3:31])([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:36][CH2:37][CH2:38][CH3:39])[CH2:40][CH2:41][CH3:42].[CH3:52][CH2:53][O:54][C:55]([CH3:56])=[O:57].[CH:16]([O-:17])=[O:18].[Cl-:25].[Cl:1][c:2]1[c:3]([O:11][CH2:12][C:13](=[CH2:14])[CH3:15])[c:4]([I:10])[cH:5][c:6]([CH2:8][OH:9])[n:7]1.[Na+:19].[O:20]=[CH:21][N:22]([CH3:23])[CH3:24].[Pd+2:47]>>[Cl:1][c:2]1[c:3]2[c:4]([cH:5][c:6]([CH2:8][OH:9])[n:7]1)[C:13]([CH3:14])([CH3:15])[CH2:12][O:11]2

Participants

10

Reactant 9

HCID 175Acetate2×HCID 283FormateHCID 312ChlorideHCID 923Sodium ionHCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 16028TetrabutylammoniumHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 22047031(6-Chloro-4-iodo-5-[(2-methyl-2-propenyl)oxy]-2-pyridinyl)methanol

Product 1

HCID 220474117-Chloro-2,3-dihydro-3,3-dimethylfuro[2,3-c]pyridine-5-methanol

Sources & evidence

ORD record
ord-4e45e64dbb7440c8add8617f54bc2930
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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