Acetate → 3-Cyclopropyl-2-fluoropyridine

HRID 952428Notes

Reaction equation

HRID 952428 reaction equation
[Br:1][c:2]1[c:3]([F:8])[n:4][cH:5][cH:6][cH:7]1.[CH3:52][c:53]1[cH:54][cH:55][cH:56][cH:57][cH:58]1.[CH:23]1([P:24]([CH:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]2)[CH:31]2[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]2)[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]1.[CH:9]1([B:12]([OH:13])[OH:14])[CH2:10][CH2:11]1.[K+:20].[K+:21].[K+:22].[O-:43][C:44]([CH3:45])=[O:46].[O-:47][C:48]([CH3:49])=[O:50].[OH2:51].[P:15]([O-:16])([O-:17])([O-:18])=[O:19].[Pd+2:42]>>[c:2]1([CH:9]2[CH2:10][CH2:11]2)[c:3]([F:8])[n:4][cH:5][cH:6][cH:7]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 27627783-Bromo-2-fluoropyridine

Product 1

HCID 593270243-Cyclopropyl-2-fluoropyridine

Sources & evidence

ORD record
ord-2faef1e9268c4663898e79d07f31fb8e
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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