Tetrahydrofuran → 7-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-3-trimethylsilanylethynyl-pyrazolo[1,5-a]pyrimidine

HRID 190838Notes

Reaction equation

HRID 190838 reaction equation
[Br:1][c:2]1[cH:3][n:4][n:5]2[c:6]1[n: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].[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].[CH3:62][CH2:63][O:64][C:65](=[O:66])[CH3:67].[Cu:109][I:110].[Pd:68]([Cl:69])[Cl:70].[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:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1.[c:90]1([P:91]([c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[c:98]2[cH:99][cH:100][cH:101][cH:102][cH:103]2)[cH:104][cH:105][cH:106][cH:107][cH:108]1>>[c:2]1([C:30]#[C:29][Si:26]([CH3:25])([CH3:27])[CH3:28])[cH:3][n:4][n:5]2[c:6]1[n: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

9

Reactant 8

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine3×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 715396793-Bromo-7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine

Product 1

HCID 715397337-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-3-trimethylsilanylethynyl-pyrazolo[1,5-a]pyrimidine

Sources & evidence

ORD record
ord-74a2fe518e8748f3b7c3f79661e4be49
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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