Sodium ion → methyl 3-cyclohexyl-2-(4-methoxy-2-{[(triisopropylsilyl)oxy]methyl}phenyl)-1H-indole-6-carboxylate

HRID 2127291Notes

Reaction equation

HRID 2127291 reaction equation
[C:57](=[O:58])([O-:59])[O-:60].[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[c:9]([CH:15]3[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]3)[c:10]([Br:14])[nH:11][c:12]2[cH:13]1.[CH3:34][O:35][c:36]1[cH:37][c:38]([CH2:45][O:46][Si:47]([CH:48]([CH3:49])[CH3:50])([CH:51]([CH3:52])[CH3:53])[CH:54]([CH3:55])[CH3:56])[c:39]([B:42]([OH:43])[OH:44])[cH:40][cH:41]1.[Na+:61].[Na+:62].[O:63]1[CH2:64][CH2:65][O:66][CH2:67][CH2:68]1.[Pd:69]([Cl:70])[Cl:71].[c:72]1([P:73]([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[cH:86][cH:87][cH:88][cH:89][cH:90]1.[c:91]1([P:92]([c:93]2[cH:94][cH:95][cH:96][cH:97][cH:98]2)[c:99]2[cH:100][cH:101][cH:102][cH:103][cH:104]2)[cH:105][cH:106][cH:107][cH:108][cH:109]1.[nH:21]1[c:22]2[c:23]([cH:24][cH:25][c:26]([C:27]([O:28][CH3:29])=[O:30])[cH:31]2)[cH:32][cH:33]1>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[cH:6][cH:7][c:8]2[c:9]([CH:15]3[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]3)[c:10](-[c:39]3[c:38]([CH2:45][O:46][Si:47]([CH:48]([CH3:49])[CH3:50])([CH:51]([CH3:52])[CH3:53])[CH:54]([CH3:55])[CH3:56])[cH:37][c:36]([O:35][CH3:34])[cH:41][cH:40]3)[nH:11][c:12]2[cH:13]1

Participants

9

Reactant 8

HCID 923Sodium ion2×HCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 639844Methyl indole-6-carboxylateHCID 11175076Methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylateHCID 67345879(4-Methoxy-2-{[(triisopropylsilyl)oxy]methyl}phenyl)boronic acid

Product 1

HCID 67345419methyl 3-cyclohexyl-2-(4-methoxy-2-{[(triisopropylsilyl)oxy]methyl}phenyl)-1H-indole-6-carboxylate

Sources & evidence

ORD record
ord-4b951757c78e4f31a7b661188d4adcd4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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