Bromide ion → Methyl 6-(1-methyl-1,2,3,4-tetrahydroquinoxalin-6-yl)-3-(3-phenoxypropoxy)picolinate

HRID 2326527Notes

Reaction equation

HRID 2326527 reaction equation
[Br-:55].[Br:1][c:2]1[cH:3][cH:4][c:5]([O:12][CH2:13][CH2:14][CH2:15][O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[c:6]([C:8](=[O:9])[O:10][CH3:11])[n:7]1.[CH2:49]1[O:50][CH2:51][CH2:52][O:53][CH2:54]1.[CH3:23][N:24]1[CH2:25][CH2:26][NH:27][c:28]2[cH:29][c:30]([B:34]3[O:35][C:36]([CH3:37])([CH3:38])[C:39]([CH3:40])([CH3:41])[O:42]3)[cH:31][cH:32][c:33]21.[CH3:56][CH2:57][CH2:58][CH2:59][N+:60]([CH2:61][CH2:62][CH2:63][CH3:64])([CH2:65][CH2:66][CH2:67][CH3:68])[CH2:69][CH2:70][CH2:71][CH3:72].[K+:43].[K+:44].[O-:45][C:46]([O-:47])=[O:48].[OH2:73].[Pd:74]([Cl:75])[Cl:76].[c:77]1([P:78]([c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[c:85]2[cH:86][cH:87][cH:88][cH:89][cH:90]2)[cH:91][cH:92][cH:93][cH:94][cH:95]1.[c:96]1([P:97]([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)[cH:110][cH:111][cH:112][cH:113][cH:114]1>>[c:2]1(-[c:30]2[cH:29][c:28]3[c:33]([cH:32][cH:31]2)[N:24]([CH3:23])[CH2:25][CH2:26][NH:27]3)[cH:3][cH:4][c:5]([O:12][CH2:13][CH2:14][CH2:15][O:16][c:17]2[cH:18][cH:19][cH:20][cH:21][cH:22]2)[c:6]([C:8](=[O:9])[O:10][CH3:11])[n:7]1

Participants

11

Reactant 10

HCID 259Bromide ionHCID 813Potassium Cation2×HCID 962WaterHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 594187141-Methyl-1,2,3,4-tetrahydroquinoxaline-6-boronic Acid Pinacol EsterHCID 59418768HCID 59418768, compound

Product 1

HCID 59418688Methyl 6-(1-methyl-1,2,3,4-tetrahydroquinoxalin-6-yl)-3-(3-phenoxypropoxy)picolinate

Sources & evidence

ORD record
ord-de75acdf2fe24afcb8b6d327aa46e0d2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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