Potassium Cation → 1,1-dimethylethyl 5-(2-cyano-3-fluorophenyl)-2,3-dihydro-1H-indole-1-carboxylate

HRID 1141236Notes

Reaction equation

HRID 1141236 reaction equation
[CH3:11][C:12]1([CH3:13])[C:14]([CH3:15])([CH3:16])[O:17][B:18]([c:19]2[cH:20][c:21]3[c:25]([cH:26][cH:27]2)[N:24]([C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[CH2:23][CH2:22]3)[O:35]1.[CH:36]1([P:37]([CH:38]2[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]2)[CH:44]2[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]2)[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]1.[F:1][c:2]1[c:3]([C:4]#[N:5])[c:6]([I:10])[cH:7][cH:8][cH:9]1.[K+:60].[K+:61].[K+:62].[O:108]=[C:109]([CH:110]=[CH:111][c:112]1[cH:113][cH:114][cH:115][cH:116][cH:117]1)[CH:118]=[CH:119][c:120]1[cH:121][cH:122][cH:123][cH:124][cH:125]1.[O:63]1[CH2:64][CH2:65][O:66][CH2:67][CH2:68]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.[O:90]=[C:91]([CH:92]=[CH:93][c:94]1[cH:95][cH:96][cH:97][cH:98][cH:99]1)[CH:100]=[CH:101][c:102]1[cH:103][cH:104][cH:105][cH:106][cH:107]1.[OH2:69].[P:55]([O-:56])([O-:57])([O-:58])=[O:59].[Pd:70].[Pd:71]>>[F:1][c:2]1[c:3]([C:4]#[N:5])[c:6](-[c:19]2[cH:20][c:21]3[c:25]([cH:26][cH:27]2)[N:24]([C:28](=[O:29])[O:30][C:31]([CH3:32])([CH3:33])[CH3:34])[CH2:23][CH2:22]3)[cH:7][cH:8][cH:9]1

Participants

10

Reactant 9

HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 75806TricyclohexylphosphineHCID 95417Dibenzylidene acetone3×HCID 5227222-Fluoro-6-iodobenzonitrileHCID 18451469tert-butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole-1-carboxylate

Product 1

HCID 668237921,1-dimethylethyl 5-(2-cyano-3-fluorophenyl)-2,3-dihydro-1H-indole-1-carboxylate

Sources & evidence

ORD record
ord-2bcd869d041c4ff7b1ffc8b3c85106da
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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