Ethyl Acetate → 4-fluoro-N-{[1-(4-methoxybenzyl)-2-oxo-6-(2-oxopyrrolidin-1-yl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}benzamide

HRID 1148916Notes

Reaction equation

HRID 1148916 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([cH:36]1)[C:7]([C:21]([F:22])([F:23])[F:24])([CH2:25][NH:26][C:27]([c:28]1[cH:29][cH:30][c:31]([F:34])[cH:32][cH:33]1)=[O:35])[O:8][C:9](=[O:20])[N:10]2[CH2:11][c:12]1[cH:13][cH:14][c:15]([O:18][CH3:19])[cH:16][cH:17]1.[C:37](=[O:38])([O-:39])[O-:40].[CH3:55][CH2:56][O:57][C:58](=[O:59])[CH3:60].[Cs+:41].[Cs+:42].[NH:43]1[C:44](=[O:48])[CH2:45][CH2:46][CH2:47]1.[O:49]1[CH2:50][CH2:51][O:52][CH2:53][CH2:54]1.[O:63]=[C:64]([CH:65]=[CH:66][c:67]1[cH:68][cH:69][cH:70][cH:71][cH:72]1)[CH:73]=[CH:74][c:75]1[cH:76][cH:77][cH:78][cH:79][cH:80]1.[O:81]=[C:82]([CH:83]=[CH:84][c:85]1[cH:86][cH:87][cH:88][cH:89][cH:90]1)[CH:91]=[CH:92][c:93]1[cH:94][cH:95][cH:96][cH:97][cH:98]1.[O:99]=[C:100]([CH:101]=[CH:102][c:103]1[cH:104][cH:105][cH:106][cH:107][cH:108]1)[CH:109]=[CH:110][c:111]1[cH:112][cH:113][cH:114][cH:115][cH:116]1.[Pd:61].[Pd:62]>>[c:2]1([N:43]2[C:44](=[O:48])[CH2:45][CH2:46][CH2:47]2)[cH:3][cH:4][c:5]2[c:6]([cH:36]1)[C:7]([C:21]([F:22])([F:23])[F:24])([CH2:25][NH:26][C:27]([c:28]1[cH:29][cH:30][c:31]([F:34])[cH:32][cH:33]1)=[O:35])[O:8][C:9](=[O:20])[N:10]2[CH2:11][c:12]1[cH:13][cH:14][c:15]([O:18][CH3:19])[cH:16][cH:17]1

Participants

9

Reactant 8

HCID 8857Ethyl AcetateHCID 120252-PyrrolidoneHCID 19660Carbonate IonHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 44549804N-{[6-bromo-1-(4-methoxybenzyl)-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}-4-fluorobenzamide

Product 1

HCID 684849574-fluoro-N-{[1-(4-methoxybenzyl)-2-oxo-6-(2-oxopyrrolidin-1-yl)-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}benzamide

Sources & evidence

ORD record
ord-2b8d87a0d54342cab588b94e540f1f60
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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