Tetrahydrofuran → 4-Amino-5-ethynyl-2-(trifluoromethyl)benzenecarbonitrile

HRID 680080Notes

Reaction equation

HRID 680080 reaction equation
[C:22]([Si:23]([CH3:24])([CH3:25])[CH3:26])#[CH:27].[CH2:46]1[O:47][CH2:48][CH2:49][CH2:50]1.[CH3:15][CH2:16][N:17]([CH2:18][CH3:19])[CH2:20][CH3:21].[CH3:29][CH2:30][CH2:31][CH2:32][N+:33]([CH2:34][CH2:35][CH2:36][CH3:37])([CH2:38][CH2:39][CH2:40][CH3:41])[CH2:42][CH2:43][CH2:44][CH3:45].[Cu:51][I:52].[F-:28].[NH2:1][c:2]1[cH:3][c:4]([C:11]([F:12])([F:13])[F:14])[c:5]([C:6]#[N:7])[cH:8][c:9]1[I:10].[Pd:53]([Cl:54])[Cl:55].[c:56]1([P:57]([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[cH:70][cH:71][cH:72][cH:73][cH:74]1.[c:75]1([P:76]([c:77]2[cH:78][cH:79][cH:80][cH:81][cH:82]2)[c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[cH:89][cH:90][cH:91][cH:92][cH:93]1>>[NH2:1][c:2]1[cH:3][c:4]([C:11]([F:12])([F:13])[F:14])[c:5]([C:6]#[N:7])[cH:8][c:9]1[C:15]#[CH:16]

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 66111TrimethylsilylacetyleneHCID 250673774-Amino-5-iodo-2-(trifluoromethyl)benzonitrile

Product 1

HCID 665451724-Amino-5-ethynyl-2-(trifluoromethyl)benzenecarbonitrile

Sources & evidence

ORD record
ord-678303f1aa67498ab54171a89b0f50fb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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