Acetate → 2-(2'-Chloro-3'-formyl-2,4'-bipyridin-6-yl)-2-methylpropanenitrile

HRID 295676Notes

Reaction equation

HRID 295676 reaction equation
[C:58](=[O:59])([O-:60])[O-:61].[C:69]([O-:70])(=[O:71])[CH3:72].[C:74]([O-:75])(=[O:76])[CH3:77].[CH3:11][C:12]([C:13]#[N:14])([CH3:15])[c:16]1[n:17][c:18]([B:22]2[O:23][CH2:24][CH2:25][N:26]([c:27]3[cH:28][cH:29][cH:30][cH:31][cH:32]3)[CH2:33][CH2:34][O:35]2)[cH:19][cH:20][cH:21]1.[Cl:1][c:2]1[c:3]([CH:4]=[O:5])[c:6]([I:10])[cH:7][cH:8][n:9]1.[Cu:78][I:79].[K+:62].[K+:63].[O:64]1[CH2:65][CH2:66][CH2:67][CH2:68]1.[Pd+2:73].[c:36]1([CH3:37])[cH:38][cH:39][cH:40][cH:41][c:42]1[P:43]([c:44]1[cH:45][cH:46][cH:47][cH:48][c:49]1[CH3:50])[c:51]1[cH:52][cH:53][cH:54][cH:55][c:56]1[CH3:57]>>[Cl:1][c:2]1[c:3]([CH:4]=[O:5])[c:6](-[c:18]2[n:17][c:16]([C:12]([CH3:11])([C:13]#[N:14])[CH3:15])[cH:21][cH:20][cH:19]2)[cH:7][cH:8][n:9]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 8028TetrahydrofuranHCID 19660Carbonate IonHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 100386372-Chloro-4-iodopyridine-3-carbaldehydeHCID 579696312-Methyl-2-(6-(6-phenyl-1,3,6,2-dioxazaborocan-2-yl)pyridin-2-yl)propanenitrile

Product 1

HCID 579697572-(2'-Chloro-3'-formyl-2,4'-bipyridin-6-yl)-2-methylpropanenitrile

Sources & evidence

ORD record
ord-164b329a0f05430887fe32124ec38728
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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