Acetate → 3-Chloro-5-(5-chloropyrid-2-yl)-1-(4-cyclopentoxyphenyl)-1H-indole-2-carboxylic acid ethyl ester

HRID 1227780Notes

Reaction equation

HRID 1227780 reaction equation
[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7](-[c:19]2[cH:20][cH:21][c:22]([O:25][CH:26]3[CH2:27][CH2:28][CH2:29][CH2:30]3)[cH:23][cH:24]2)[c:8]2[cH:9][cH:10][c:11]([B:16]([OH:17])[OH:18])[cH:12][c:13]2[c:14]1[Cl:15].[CH2:73]1[O:74][CH2:75][CH2:76][CH2:77]1.[CH3:78][CH2:79][O:80][CH2:81][CH3:82].[CH:54]1([P:55]([CH:56]2[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61]2)[CH:62]2[CH2:63][CH2:64][CH2:65][CH2:66][CH2:67]2)[CH2:68][CH2:69][CH2:70][CH2:71][CH2:72]1.[Cl:31][c:32]1[cH:33][cH:34][c:35]([O:38][S:39]([C:40]([F:41])([F:42])[F:43])(=[O:44])=[O:45])[n:36][cH:37]1.[K+:51].[K+:52].[K+:53].[O-:84][C:85]([CH3:86])=[O:87].[O-:88][C:89]([CH3:90])=[O:91].[P:46]([O-:47])([O-:48])([O-:49])=[O:50].[Pd+2:83]>>[CH2:1]([CH3:2])[O:3][C:4](=[O:5])[c:6]1[n:7](-[c:19]2[cH:20][cH:21][c:22]([O:25][CH:26]3[CH2:27][CH2:28][CH2:29][CH2:30]3)[cH:23][cH:24]2)[c:8]2[cH:9][cH:10][c:11](-[c:35]3[cH:34][cH:33][c:32]([Cl:31])[cH:37][n:36]3)[cH:12][c:13]2[c:14]1[Cl:15]

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 1061PhosphateHCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 117802885-Chloropyridin-2-yl trifluoromethanesulfonateHCID 686986803-Chloro-5-(dihydroxyboryl)-1-(4-cyclopentoxyphenyl)-1H-indole-2-carboxylic acid ethyl ester

Product 1

HCID 686979183-Chloro-5-(5-chloropyrid-2-yl)-1-(4-cyclopentoxyphenyl)-1H-indole-2-carboxylic acid ethyl ester

Sources & evidence

ORD record
ord-a2a45032adcf4185bd308daa77443bae
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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