Potassium Cation → 1h-Pyrrolo[2,3-c]pyridine-5-carboxylic acid,4-ethynyl-1-[(4-fluorophenyl)methyl]-,ethyl ester

HRID 1572574Notes

Reaction equation

HRID 1572574 reaction equation
[C:31](=[O:32])([O-:33])[O-:34].[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[c:7]([O:23][S:24]([C:25]([F:26])([F:27])[F:28])(=[O:29])=[O:30])[c:8]2[c:9]([cH:10][n:11]1)[n:12]([CH2:15][c:16]1[cH:17][cH:18][c:19]([F:22])[cH:20][cH:21]1)[cH:13][cH:14]2.[CH:37]([CH3:38])([NH:39][CH:40]([CH3:41])[CH3:42])[CH3:43].[Cu:49][I:50].[K+:35].[K+:36].[O:44]=[CH:45][N:46]([CH3:47])[CH3:48].[Pd:51]([Cl:52])[Cl:53].[c:54]1([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69][cH:70][cH:71][cH:72]1.[c:73]1([P:74]([c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[cH:87][cH:88][cH:89][cH:90][cH:91]1>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[c:7]([C:37]#[CH:38])[c:8]2[c:9]([cH:10][n:11]1)[n:12]([CH2:15][c:16]1[cH:17][cH:18][c:19]([F:22])[cH:20][cH:21]1)[cH:13][cH:14]2

Participants

9

Reactant 8

HCID 813Potassium Cation2×HCID 6228DimethylformamideHCID 7912DiisopropylamineHCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 768529391h-Pyrrolo[2,3-c]pyridine-5-carboxylic acid,1-[(4-fluorophenyl)methyl]-4-[[(trifluoromethyl)sulfonyl]oxy]-,ethyl ester

Product 1

HCID 598558491h-Pyrrolo[2,3-c]pyridine-5-carboxylic acid,4-ethynyl-1-[(4-fluorophenyl)methyl]-,ethyl ester

Sources & evidence

ORD record
ord-38440534228a48f4b327ff6ae6e1d2b3
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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