Tetrahydrofuran → 8-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-3-trimethylsilanylethynyl-imidazo[1,2-a]pyridine

HRID 99540Notes

Reaction equation

HRID 99540 reaction equation
[CH2:57]1[O:58][CH2:59][CH2:60][CH2:61]1.[CH3:25][Si:26]([CH3:27])([CH3:28])[C:29]#[CH:30].[CH3:31][CH2:32][N:33]([CH2:34][CH3:35])[CH2:36][CH3:37].[Cu:103][I:104].[I:1][c:2]1[cH:3][n:4][c:5]2[n:6]1[cH:7][c:8](-[c:15]1[cH:16][cH:17][c:18]([C:21]([F:22])([F:23])[F:24])[cH:19][cH:20]1)[cH:9][c:10]2[C:11]([F:12])([F:13])[F:14].[Pd:62]([Cl:63])[Cl:64].[c:38]1([P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[cH:52][cH:53][cH:54][cH:55][cH:56]1.[c:65]1([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[cH:79][cH:80][cH:81][cH:82][cH:83]1.[c:84]1([P:85]([c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[cH:98][cH:99][cH:100][cH:101][cH:102]1>>[c:2]1([C:30]#[C:29][Si:26]([CH3:25])([CH3:27])[CH3:28])[cH:3][n:4][c:5]2[n:6]1[cH:7][c:8](-[c:15]1[cH:16][cH:17][c:18]([C:21]([F:22])([F:23])[F:24])[cH:19][cH:20]1)[cH:9][c:10]2[C:11]([F:12])([F:13])[F:14]

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine3×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 866080083-Iodo-8-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

Product 1

HCID 866080108-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-3-trimethylsilanylethynyl-imidazo[1,2-a]pyridine

Sources & evidence

ORD record
ord-e3c92569747f4236a2dda41ce0eef573
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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