Acetate → 1-Fluoro-5,8-dihydro-9H-5,8-methanocyclohepta[c]pyridin-9-one

HRID 1233959Notes

Reaction equation

HRID 1233959 reaction equation
[Br-:45].[C:63]([O-:64])(=[O:65])[CH3:66].[C:68]([O-:69])(=[O:70])[CH3:71].[CH3:17][C:18](=[O:19])[O-:20].[CH3:46][CH2:47][CH2:48][CH2:49][N+:50]([CH2:51][CH2:52][CH2:53][CH3:54])([CH2:55][CH2:56][CH2:57][CH3:58])[CH2:59][CH2:60][CH2:61][CH3:62].[CH3:73][CH2:74][CH2:75][CH2:76][CH2:77][CH3:78].[CH3:79][CH2:80][O:81][C:82](=[O:83])[CH3:84].[CH:1]1([C:6](=[O:7])[c:8]2[c:9]([F:15])[n:10][cH:11][cH:12][c:13]2[I:14])[CH2:2][CH:3]=[CH:4][CH2:5]1.[K+:16].[O:40]=[CH:41][N:42]([CH3:43])[CH3:44].[OH2:72].[Pd+2:67].[c:21]1([P:22]([c:23]2[cH:24][cH:25][cH:26][cH:27][cH:28]2)[c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[cH:35][cH:36][cH:37][cH:38][cH:39]1>>[CH:1]12[CH:2]=[CH:3][CH:4]([CH2:5]1)[c:13]1[c:8]([c:9]([F:15])[n:10][cH:11][cH:12]1)[C:6]2=[O:7]

Participants

12

Reactant 11

HCID 175Acetate3×HCID 259Bromide ionHCID 813Potassium CationHCID 962WaterHCID 6228DimethylformamideHCID 8058HexaneHCID 8857Ethyl AcetateHCID 11776TriphenylphosphineHCID 16028TetrabutylammoniumHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 68806406(Cyclopent-3-en-1-yl)(2-fluoro-4-iodopyridin-3-yl)methanone

Product 1

HCID 598378341-Fluoro-5,8-dihydro-9H-5,8-methanocyclohepta[c]pyridin-9-one

Sources & evidence

ORD record
ord-4b2a38dce13248d1871eddfbd86218da
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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