Hydrochloric Acid → 1-{3-Fluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indole-6-carbonitrile

HRID 698679Notes

Reaction equation

HRID 698679 reaction equation
[Br:1][c:2]1[c:3]2[cH:4][cH:5][n:6](-[c:13]3[cH:14][c:15]([F:27])[c:16]([O:19][CH2:20][c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:17][cH:18]3)[c:7]2[cH:8][c:9]([C:11]#[N:12])[cH:10]1.[C:30]([P:31]([C:32]([CH3:33])([CH3:34])[CH3:35])[c:36]1[cH:37][cH:38][cH:39][cH:40][c:41]1-[c:42]1[c:43]([CH:44]([CH3:45])[CH3:46])[cH:47][c:48]([CH:49]([CH3:50])[CH3:51])[cH:52][c:53]1[CH:54]([CH3:55])[CH3:56])([CH3:57])([CH3:58])[CH3:59].[CH3:68][CH2:69][O:70][C:71](=[O:72])[CH3:73].[ClH:60].[K+:29].[O:112]=[C:113]([CH:114]=[CH:115][c:116]1[cH:117][cH:118][cH:119][cH:120][cH:121]1)[CH:122]=[CH:123][c:124]1[cH:125][cH:126][cH:127][cH:128][cH:129]1.[O:61]1[CH2:62][CH2:63][O:64][CH2:65][CH2:66]1.[O:76]=[C:77]([CH:78]=[CH:79][c:80]1[cH:81][cH:82][cH:83][cH:84][cH:85]1)[CH:86]=[CH:87][c:88]1[cH:89][cH:90][cH:91][cH:92][cH:93]1.[O:94]=[C:95]([CH:96]=[CH:97][c:98]1[cH:99][cH:100][cH:101][cH:102][cH:103]1)[CH:104]=[CH:105][c:106]1[cH:107][cH:108][cH:109][cH:110][cH:111]1.[OH-:28].[OH2:67].[Pd:74].[Pd:75]>>[c:2]1([OH:28])[c:3]2[cH:4][cH:5][n:6](-[c:13]3[cH:14][c:15]([F:27])[c:16]([O:19][CH2:20][c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:17][cH:18]3)[c:7]2[cH:8][c:9]([C:11]#[N:12])[cH:10]1

Participants

11

Reactant 10

HCID 313Hydrochloric AcidHCID 813Potassium CationHCID 961HydroxideHCID 962WaterHCID 8857Ethyl AcetateHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 95417Dibenzylidene acetone3×HCID 11618717Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 671360974-bromo-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-1H-indole-6-carbonitrile

Product 1

HCID 668767931-{3-Fluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indole-6-carbonitrile

Sources & evidence

ORD record
ord-b76f8758db4645e98dce9a5aac246c52
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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