Acetate → Ethyl 5-[4-(trifluoromethyl)phenyl]-1H-indole-2-carboxylate

HRID 161478Notes

Reaction equation

HRID 161478 reaction equation
[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[nH:7][c:8]2[cH:9][cH:10][c:11]([Br:15])[cH:12][c:13]2[cH:14]1.[CH3:73][c:74]1[cH:75][cH:76][cH:77][cH:78][cH:79]1.[CH3:80][CH2:81][OH:82].[F:16][C:17]([c:18]1[cH:19][cH:20][c:21]([B:24]([OH:25])[OH:26])[cH:22][cH:23]1)([F:27])[F:28].[K+:34].[K+:35].[K+:36].[Na+:63].[O-:59][C:60]([OH:61])=[O:62].[O-:65][C:66]([CH3:67])=[O:68].[O-:69][C:70]([CH3:71])=[O:72].[P:29]([O-:30])([O-:31])([O-:32])=[O:33].[Pd+2:64].[c:37]1([CH3:38])[cH:39][cH:40][cH:41][cH:42][c:43]1[P:44]([c:45]1[cH:46][cH:47][cH:48][cH:49][c:50]1[CH3:51])[c:52]1[cH:53][cH:54][cH:55][cH:56][c:57]1[CH3:58]>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[nH:7][c:8]2[cH:9][cH:10][c:11](-[c:21]3[cH:20][cH:19][c:18]([C:17]([F:16])([F:27])[F:28])[cH:23][cH:22]3)[cH:12][c:13]2[cH:14]1

Participants

12

Reactant 11

HCID 175Acetate2×HCID 702EthanolHCID 769Bicarbonate IonHCID 813Potassium Cation3×HCID 923Sodium ionHCID 1061PhosphateHCID 1140TolueneHCID 80271Tri-o-tolylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 259091Ethyl 5-Bromoindole-2-carboxylateHCID 27343894-(Trifluoromethyl)phenylboronic acid

Product 1

HCID 57419913Ethyl 5-[4-(trifluoromethyl)phenyl]-1H-indole-2-carboxylate

Sources & evidence

ORD record
ord-06aefceca911486ca9835d86e111bcb5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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