Acetate → Methyl 8-(6-fluoro-3-pyridinyl)-2-hydroxyoct-7-enoate

HRID 954741Notes

Reaction equation

HRID 954741 reaction equation
[Br:13][c:14]1[cH:15][cH:16][c:17]([F:20])[n:18][cH:19]1.[C:61]([O-:62])(=[O:63])[CH3:64].[C:66]([O-:67])(=[O:68])[CH3:69].[CH3:21][CH2:22][N:23]([CH2:24][CH3:25])[CH2:26][CH3:27].[CH3:55][CH2:56][O:57][C:58](=[O:59])[CH3:60].[O:50]=[CH:51][N:52]([CH3:53])[CH3:54].[OH:1][CH:2]([C:3](=[O:4])[O:5][CH3:6])[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12].[Pd+2:65].[c:28]1([CH3:29])[cH:30][cH:31][cH:32][cH:33][c:34]1[P:35]([c:36]1[cH:37][cH:38][cH:39][cH:40][c:41]1[CH3:42])[c:43]1[cH:44][cH:45][cH:46][cH:47][c:48]1[CH3:49].[cH:70]1[cH:71][cH:72][n:73][cH:74][cH:75]1>>[OH:1][CH:2]([C:3](=[O:4])[O:5][CH3:6])[CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH:12][c:14]1[cH:15][cH:16][c:17]([F:20])[n:18][cH:19]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 1049PyridineHCID 6228DimethylformamideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27831685-Bromo-2-fluoropyridineHCID 86663649HCID 86663649, compound

Product 1

HCID 66821973Methyl 8-(6-fluoro-3-pyridinyl)-2-hydroxyoct-7-enoate

Sources & evidence

ORD record
ord-37cf033719c64f849b9c4dfc3b03ce1e
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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