Bromide ion → Methyl 3-(2-phenoxyethoxy)-6-(1,2,3,4-tetrahydroquinolin-7-yl)picolinate

HRID 138010Notes

Reaction equation

HRID 138010 reaction equation
[Br-:48].[Br:1][c:2]1[cH:3][cH:4][c:5]([O:12][CH2:13][CH2:14][O:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:6]([C:8](=[O:9])[O:10][CH3:11])[n:7]1.[CH2:66]1[O:67][CH2:68][CH2:69][O:70][CH2:71]1.[CH3:22][C:23]1([CH3:24])[C:25]([CH3:26])([CH3:27])[O:28][B:29]([c:30]2[cH:31][cH:32][c:33]3[c:38]([cH:39]2)[NH:37][CH2:36][CH2:35][CH2:34]3)[O:40]1.[CH3:49][CH2:50][CH2:51][CH2:52][N+:53]([CH2:54][CH2:55][CH2:56][CH3:57])([CH2:58][CH2:59][CH2:60][CH3:61])[CH2:62][CH2:63][CH2:64][CH3:65].[CH3:72][CH2:73][O:74][C:75]([CH3:76])=[O:77].[K+:41].[K+:42].[O-:43][C:44]([O-:45])=[O:46].[OH2:47].[Pd:78]([Cl:79])[Cl:80].[c:100]1([P:101]([c:102]2[cH:103][cH:104][cH:105][cH:106][cH:107]2)[c:108]2[cH:109][cH:110][cH:111][cH:112][cH:113]2)[cH:114][cH:115][cH:116][cH:117][cH:118]1.[c:81]1([P:82]([c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[cH:95][cH:96][cH:97][cH:98][cH:99]1>>[c:2]1(-[c:30]2[cH:31][cH:32][c:33]3[c:38]([cH:39]2)[NH:37][CH2:36][CH2:35][CH2:34]3)[cH:3][cH:4][c:5]([O:12][CH2:13][CH2:14][O:15][c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[c:6]([C:8](=[O:9])[O:10][CH3:11])[n:7]1

Participants

12

Reactant 11

HCID 259Bromide ionHCID 813Potassium Cation2×HCID 962WaterHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 594187157-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinolineHCID 59418733Methyl 6-bromo-3-(2-phenoxyethoxy)picolinate

Product 1

HCID 59418754Methyl 3-(2-phenoxyethoxy)-6-(1,2,3,4-tetrahydroquinolin-7-yl)picolinate

Sources & evidence

ORD record
ord-3ded27d223874398b416bbee12f55500
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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