Acetate → 6-[(4-Butylphenyl)ethynyl]nicotinaldehyde

HRID 2338440Notes

Reaction equation

HRID 2338440 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([CH:6]=[O:7])[cH:8][cH:9]1.[CH2:36]([CH2:37][CH2:38][CH3:39])[c:40]1[cH:41][cH:42][c:43]([C:46]#[CH:47])[cH:44][cH:45]1.[CH2:60]1[O:61][CH2:62][CH2:63][CH2:64]1.[CH3:10][CH2:11][N:12]([CH2:13][CH3:14])[CH2:15][CH3:16].[ClH:48].[Cu:49][I:50].[O-:52][C:53]([CH3:54])=[O:55].[O-:56][C:57]([CH3:58])=[O:59].[Pd+2:51].[c:17]1([P:18]([c:19]2[cH:20][cH:21][cH:22][cH:23][cH:24]2)[c:25]2[cH:26][cH:27][cH:28][cH:29][cH:30]2)[cH:31][cH:32][cH:33][cH:34][cH:35]1>>[c:2]1([C:47]#[C:46][c:43]2[cH:42][cH:41][c:40]([CH2:36][CH2:37][CH2:38][CH3:39])[cH:45][cH:44]2)[n:3][cH:4][c:5]([CH:6]=[O:7])[cH:8][cH:9]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27751321-Butyl-4-ethynylbenzeneHCID 117692346-Bromo-3-pyridinecarboxaldehyde

Product 1

HCID 114028186-[(4-Butylphenyl)ethynyl]nicotinaldehyde

Sources & evidence

ORD record
ord-51aeddde272d44bf87bb06c6b87c5065
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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