Toluene → Methyl 3-amino-2-fluorobenzoate

HRID 668111Notes

Reaction equation

HRID 668111 reaction equation
[Br:9][c:10]1[c:11]([F:20])[c:12]([C:13](=[O:14])[O:15][CH3:16])[cH:17][cH:18][cH:19]1.[C:1]([NH2:2])(=[O:3])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8].[C:21](=[O:22])([O-:23])[O-:24].[CH3:94][c:95]1[cH:96][cH:97][cH:98][cH:99][cH:100]1.[Cl:90][CH:91]([Cl:92])[Cl:93].[Cs+:25].[Cs+:26].[F:27][C:28]([F:29])([F:30])[C:31]([OH:32])=[O:33].[O:36]=[C:37]([CH:38]=[CH:39][c:40]1[cH:41][cH:42][cH:43][cH:44][cH:45]1)[CH:46]=[CH:47][c:48]1[cH:49][cH:50][cH:51][cH:52][cH:53]1.[O:54]=[C:55]([CH:56]=[CH:57][c:58]1[cH:59][cH:60][cH:61][cH:62][cH:63]1)[CH:64]=[CH:65][c:66]1[cH:67][cH:68][cH:69][cH:70][cH:71]1.[O:72]=[C:73]([CH:74]=[CH:75][c:76]1[cH:77][cH:78][cH:79][cH:80][cH:81]1)[CH:82]=[CH:83][c:84]1[cH:85][cH:86][cH:87][cH:88][cH:89]1.[Pd:34].[Pd:35]>>[NH2:2][c:10]1[c:11]([F:20])[c:12]([C:13](=[O:14])[O:15][CH3:16])[cH:17][cH:18][cH:19]1

Participants

10

Reactant 9

HCID 1140TolueneHCID 6212ChloroformHCID 6422Trifluoroacetic acidHCID 19660Carbonate IonHCID 23938Palladium2×HCID 77922tert-Butyl carbamateHCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 21584505Methyl 3-bromo-2-fluorobenzoate

Product 1

HCID 46311080Methyl 3-amino-2-fluorobenzoate

Sources & evidence

ORD record
ord-c024473a7e9045c787c73f431071c64b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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