Toluene → 7-Fluoro-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

HRID 167737Notes

Reaction equation

HRID 167737 reaction equation
[C:36](=[O:37])([O-:38])[O-:39].[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[c:7]([NH2:16])[c:8]2[cH:9][n:10][cH:11][c:12]([F:15])[c:13]2[nH:14]1.[CH3:42][c:43]1[cH:44][cH:45][cH:46][cH:47][cH:48]1.[CH3:49][CH2:50][O:51][C:52](=[O:53])[CH3:54].[Cs+:40].[Cs+:41].[F:17][c:18]1[c:19]([O:28][S:29]([C:30]([F:31])([F:32])[F:33])(=[O:34])=[O:35])[cH:20][cH:21][c:22]([Si:24]([CH3:25])([CH3:26])[CH3:27])[cH:23]1.[O:57]=[C:58]([CH:59]=[CH:60][c:61]1[cH:62][cH:63][cH:64][cH:65][cH:66]1)[CH:67]=[CH:68][c:69]1[cH:70][cH:71][cH:72][cH:73][cH:74]1.[O:75]=[C:76]([CH:77]=[CH:78][c:79]1[cH:80][cH:81][cH:82][cH:83][cH:84]1)[CH:85]=[CH:86][c:87]1[cH:88][cH:89][cH:90][cH:91][cH:92]1.[O:93]=[C:94]([CH:95]=[CH:96][c:97]1[cH:98][cH:99][cH:100][cH:101][cH:102]1)[CH:103]=[CH:104][c:105]1[cH:106][cH:107][cH:108][cH:109][cH:110]1.[Pd:55].[Pd:56]>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[c:7]([NH:16][c:19]2[c:18]([F:17])[cH:23][c:22]([Si:24]([CH3:25])([CH3:26])[CH3:27])[cH:21][cH:20]2)[c:8]2[cH:9][n:10][cH:11][c:12]([F:15])[c:13]2[nH:14]1

Participants

9

Reactant 8

HCID 1140TolueneHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 59596436Trifluoromethanesulfonic acid 2-fluoro-4-trimethylsilanyl-phenyl esterHCID 595966093-Amino-7-fluoro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

Product 1

HCID 595964727-Fluoro-3-(2-fluoro-4-trimethylsilanyl-phenylamino)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid ethyl ester

Sources & evidence

ORD record
ord-dfc4ec66d83f49a28b43212035255a9a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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