Acetate → 4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-carbaldehyde

HRID 681287Notes

Reaction equation

HRID 681287 reaction equation
[Br:9][c:10]1[c:11]([F:16])[n:12][cH:13][cH:14][cH:15]1.[C:17](=[O:18])([O-:19])[O-:20].[Cs+:21].[Cs+:22].[O-:77][C:78]([CH3:79])=[O:80].[O-:81][C:82]([CH3:83])=[O:84].[O:1]1[CH2:2][CH2:3][CH:4]([CH:7]=[O:8])[CH2:5][CH2:6]1.[O:70]1[CH2:71][CH2:72][O:73][CH2:74][CH2:75]1.[OH2:23].[Pd+2:76].[cH:24]1[cH:25][cH:26][c:27]([P:28]([c:29]2[cH:30][cH:31][c:32]3[c:33]([cH:34][cH:35][cH:36][cH:37]3)[c:38]2-[c:39]2[c:40]3[c:41]([cH:42][cH:43][cH:44][cH:45]3)[cH:46][cH:47][c:48]2[P:49]([c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)[c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69]1>>[O:1]1[CH2:2][CH2:3][C:4]([CH:7]=[O:8])([c:10]2[c:11]([F:16])[n:12][cH:13][cH:14][cH:15]2)[CH2:5][CH2:6]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 962WaterHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 634876Binap, (A+-)-HCID 27627783-Bromo-2-fluoropyridineHCID 9964078Tetrahydro-2H-pyran-4-carboxaldehyde

Product 1

HCID 593270314-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-carbaldehyde

Sources & evidence

ORD record
ord-8cf14cb2885944beb30efa438202ab7f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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