Hydrochloric Acid → [5-(4-Hydroxy-2-methyl-phenyl)-1H-indol-3-yl]-acetic acid methyl ester

HRID 1218538Notes

Reaction equation

HRID 1218538 reaction equation
[C:33](=[O:34])([O-:35])[O-:36].[CH3:118][CH2:119][OH:120].[CH3:18][O:19][C:20]([CH2:21][c:22]1[cH:23][nH:24][c:25]2[cH:26][cH:27][c:28]([Br:31])[cH:29][c:30]12)=[O:32].[CH3:1][c:2]1[cH:3][c:4]([OH:17])[cH:5][cH:6][c:7]1[B:8]1[O:9][C:10]([CH3:11])([CH3:12])[C:13]([CH3:14])([CH3:15])[O:16]1.[ClH:39].[K+:37].[K+:38].[O:121]=[CH:122][N:123]([CH3:124])[CH3:125].[OH2:40].[cH:41]1[cH:42][cH:43][c:44]([P:45]([Pd:46]([P:47]([c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)([P:66]([c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[P:85]([c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)([c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)[c:98]2[cH:99][cH:100][cH:101][cH:102][cH:103]2)([c:104]2[cH:105][cH:106][cH:107][cH:108][cH:109]2)[c:110]2[cH:111][cH:112][cH:113][cH:114][cH:115]2)[cH:116][cH:117]1>>[CH3:1][c:2]1[cH:3][c:4]([OH:17])[cH:5][cH:6][c:7]1-[c:28]1[cH:27][cH:26][c:25]2[nH:24][cH:23][c:22]([CH2:21][C:20]([O:19][CH3:18])=[O:32])[c:30]2[cH:29]1

Participants

10

Reactant 9

HCID 313Hydrochloric AcidHCID 702EthanolHCID 813Potassium Cation2×HCID 962WaterHCID 6228DimethylformamideHCID 19660Carbonate IonHCID 49782545methyl 2-(5-bromo-1H-indol-3-yl)acetateHCID 574432723-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 178420554HCID 178420554, compound

Product 1

HCID 57443276[5-(4-Hydroxy-2-methyl-phenyl)-1H-indol-3-yl]-acetic acid methyl ester

Sources & evidence

ORD record
ord-e07ea1b4b0ab483f9ed30f11912bb44b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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