Tetrahydrofuran → 6-(4-chlorobenzoyl)-1-methyl-4-(3-((trimethylsilyl)ethynyl)phenyl)-1,8-naphthyridin-2(1H)-one

HRID 2145511Notes

Reaction equation

HRID 2145511 reaction equation
[Br:1][c:2]1[cH:3][c:4](-[c:8]2[cH:9][c:10](=[O:28])[n:11]([CH3:27])[c:12]3[n:13][cH:14][c:15]([C:18]([c:19]4[cH:20][cH:21][c:22]([Cl:25])[cH:23][cH:24]4)=[O:26])[cH:16][c:17]23)[cH:5][cH:6][cH:7]1.[CH2:35]1[O:36][CH2:37][CH2:38][CH2:39]1.[CH3:40][CH2:41][O:42][C:43]([CH3:44])=[O:45].[Cu:123][I:124].[Si:29]([CH3:30])([CH3:31])([CH3:32])[C:33]#[CH:34].[cH:46]1[cH:47][cH:48][c:49]([P:50]([Pd:51]([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)([P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[P:90]([c:91]2[cH:92][cH:93][cH:94][cH:95][cH:96]2)([c:97]2[cH:98][cH:99][cH:100][cH:101][cH:102]2)[c:103]2[cH:104][cH:105][cH:106][cH:107][cH:108]2)([c:109]2[cH:110][cH:111][cH:112][cH:113][cH:114]2)[c:115]2[cH:116][cH:117][cH:118][cH:119][cH:120]2)[cH:121][cH:122]1>>[c:2]1([C:34]#[C:33][Si:29]([CH3:30])([CH3:31])[CH3:32])[cH:3][c:4](-[c:8]2[cH:9][c:10](=[O:28])[n:11]([CH3:27])[c:12]3[n:13][cH:14][c:15]([C:18]([c:19]4[cH:20][cH:21][c:22]([Cl:25])[cH:23][cH:24]4)=[O:26])[cH:16][c:17]23)[cH:5][cH:6][cH:7]1

Participants

7

Reactant 6

HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 708825154-(3-bromophenyl)-6-(4-chlorobenzoyl)-1-methyl-1,8-naphthyridin-2(1H)-oneHCID 178420554HCID 178420554, compound

Product 1

HCID 674288306-(4-chlorobenzoyl)-1-methyl-4-(3-((trimethylsilyl)ethynyl)phenyl)-1,8-naphthyridin-2(1H)-one

Sources & evidence

ORD record
ord-32a12d21543e47a09ab72ebf54ef76ff
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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