Tetrahydrofuran → 5-(2-Aminophenylethynyl)-2,4-dimethoxybenzaldehyde

HRID 1225411Notes

Reaction equation

HRID 1225411 reaction equation
[CH2:35]([N+:36]([CH2:37][CH2:38][CH2:39][CH3:40])([CH2:41][CH2:42][CH2:43][CH3:44])[CH2:45][CH2:46][CH2:47][CH3:48])[CH2:49][CH2:50][CH3:51].[CH2:52]1[O:53][CH2:54][CH2:55][CH2:56]1.[CH3:14][CH2:15][N:16]([CH2:17][CH3:18])[CH2:19][CH3:20].[CH3:21][Si:22]([CH3:23])([CH3:24])[C:25]#[C:26][c:27]1[c:28]([NH2:29])[cH:30][cH:31][cH:32][cH:33]1.[Cu:98][I:99].[F-:34].[I:1][c:2]1[c:3]([O:12][CH3:13])[cH:4][c:5]([O:10][CH3:11])[c:6]([CH:7]=[O:8])[cH:9]1.[Pd:57]([Cl:58])[Cl:59].[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1.[c:79]1([P:80]([c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[c:87]2[cH:88][cH:89][cH:90][cH:91][cH:92]2)[cH:93][cH:94][cH:95][cH:96][cH:97]1>>[c:2]1([C:25]#[C:26][c:27]2[c:28]([NH2:29])[cH:30][cH:31][cH:32][cH:33]2)[c:3]([O:12][CH3:13])[cH:4][c:5]([O:10][CH3:11])[c:6]([CH:7]=[O:8])[cH:9]1

Participants

10

Reactant 9

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 28179Fluoride IonHCID 43779532-(2-(Trimethylsilyl)ethynyl)anilineHCID 142459555-Iodo-2,4-dimethoxybenzaldehyde

Product 1

HCID 161156205-(2-Aminophenylethynyl)-2,4-dimethoxybenzaldehyde

Sources & evidence

ORD record
ord-33f61ffa3c574922bfb50927c754d5fa
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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