Toluene → 3-(2-Fluoro-4-trimethylsilanyl-phenylamino)-1-(4-methoxy-benzyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester

HRID 179140Notes

Reaction equation

HRID 179140 reaction equation
[C:24](=[O:25])([O-:26])[O-:27].[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH2:23])[c:7]2[cH:8][n:9][cH:10][cH:11][c:12]2[n:13]1[CH2:14][c:15]1[cH:16][cH:17][c:18]([O:21][CH3:22])[cH:19][cH:20]1.[CH3:49][c:50]1[cH:51][cH:52][cH:53][cH:54][cH:55]1.[Cs+:28].[Cs+:29].[F:30][c:31]1[c:32]([O:41][S:42]([C:43]([F:44])([F:45])[F:46])(=[O:47])=[O:48])[cH:33][cH:34][c:35]([Si:37]([CH3:38])([CH3:39])[CH3:40])[cH:36]1.[O:58]=[C:59]([CH:60]=[CH:61][c:62]1[cH:63][cH:64][cH:65][cH:66][cH:67]1)[CH:68]=[CH:69][c:70]1[cH:71][cH:72][cH:73][cH:74][cH:75]1.[O:76]=[C:77]([CH:78]=[CH:79][c:80]1[cH:81][cH:82][cH:83][cH:84][cH:85]1)[CH:86]=[CH:87][c:88]1[cH:89][cH:90][cH:91][cH:92][cH:93]1.[O:94]=[C:95]([CH:96]=[CH:97][c:98]1[cH:99][cH:100][cH:101][cH:102][cH:103]1)[CH:104]=[CH:105][c:106]1[cH:107][cH:108][cH:109][cH:110][cH:111]1.[Pd:56].[Pd:57]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[c:6]([NH:23][c:32]2[c:31]([F:30])[cH:36][c:35]([Si:37]([CH3:38])([CH3:39])[CH3:40])[cH:34][cH:33]2)[c:7]2[cH:8][n:9][cH:10][cH:11][c:12]2[n:13]1[CH2:14][c:15]1[cH:16][cH:17][c:18]([O:21][CH3:22])[cH:19][cH:20]1

Participants

8

Reactant 7

HCID 1140TolueneHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 59596436Trifluoromethanesulfonic acid 2-fluoro-4-trimethylsilanyl-phenyl esterHCID 672120873-Amino-1-(4-methoxy-benzyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester

Product 1

HCID 595966493-(2-Fluoro-4-trimethylsilanyl-phenylamino)-1-(4-methoxy-benzyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-47eab67558a14abcb7cc91e0095d47cf
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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