Chloride → 6-(Difluoro(5-(3-methylisothiazol-5-yl)isoxazolo[4,5-b]pyridin-3-yl)methyl)quinoline

HRID 686961Notes

Reaction equation

HRID 686961 reaction equation
[Br:1][c:2]1[cH:3][c:4]([CH3:7])[n:5][s:6]1.[CH2:44]1[O:45][CH2:46][CH2:47][CH2:48]1.[CH3:38][C:39]([N:40]([CH3:41])[CH3:42])=[O:43].[CH3:49][CH2:50][O:51][C:52](=[O:53])[CH3:54].[CH:10]([Mg+:11])([CH3:12])[CH3:13].[Cl-:14].[Cl-:55].[Cl-:57].[Cl-:8].[Cl:15][c:16]1[cH:17][cH:18][c:19]2[c:20]([n:21]1)[c:22]([C:25]([c:26]1[cH:27][c:28]3[cH:29][cH:30][cH:31][n:32][c:33]3[cH:34][cH:35]1)([F:36])[F:37])[n:23][o:24]2.[Li+:9].[O:60]=[C:61]([CH:62]=[CH:63][c:64]1[cH:65][cH:66][cH:67][cH:68][cH:69]1)[CH:70]=[CH:71][c:72]1[cH:73][cH:74][cH:75][cH:76][cH:77]1.[O:78]=[C:79]([CH:80]=[CH:81][c:82]1[cH:83][cH:84][cH:85][cH:86][cH:87]1)[CH:88]=[CH:89][c:90]1[cH:91][cH:92][cH:93][cH:94][cH:95]1.[O:96]=[C:97]([CH:98]=[CH:99][c:100]1[cH:101][cH:102][cH:103][cH:104][cH:105]1)[CH:106]=[CH:107][c:108]1[cH:109][cH:110][cH:111][cH:112][cH:113]1.[Pd:58].[Pd:59].[Zn+2:56]>>[c:2]1(-[c:16]2[cH:17][cH:18][c:19]3[c:20]([n:21]2)[c:22]([C:25]([c:26]2[cH:27][c:28]4[cH:29][cH:30][cH:31][n:32][c:33]4[cH:34][cH:35]2)([F:36])[F:37])[n:23][o:24]3)[cH:3][c:4]([CH3:7])[n:5][s:6]1

Participants

12

Reactant 11

HCID 312Chloride4×HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 23938Palladium2×HCID 28486Lithium ionHCID 31374DimethylacetamideHCID 32051Zinc(2+)HCID 95417Dibenzylidene acetone3×HCID 6009595-Bromo-3-methylisothiazoleHCID 576909876-((5-Chloroisoxazolo[4,5-b]pyridin-3-yl)difluoromethyl)quinolineHCID 178461726HCID 178461726, compound

Product 1

HCID 576910776-(Difluoro(5-(3-methylisothiazol-5-yl)isoxazolo[4,5-b]pyridin-3-yl)methyl)quinoline

Sources & evidence

ORD record
ord-b2ad8134867c461284d0e8c933be550c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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