Ethanol → 3-Bromo-5-thiophen-3-yl-pyridine

HRID 1570510Notes

Reaction equation

HRID 1570510 reaction equation
[Br:1][c:2]1[cH:3][n:4][cH:5][c:6]([Br:7])[cH:8]1.[CH2:108]([OH:109])[CH3:110].[CH3:9][c:10]1[cH:11][cH:12][cH:13][cH:14][cH:15]1.[Na+:24].[Na+:25].[O-:26][C:27](=[O:28])[O-:29].[OH2:30].[cH:31]1[cH:32][cH:33][c:34]([P:35]([Pd:36]([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)([c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[c:50]2[cH:51][cH:52][cH:53][cH:54][cH:55]2)([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)([c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[P:75]([c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)([c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[c:88]2[cH:89][cH:90][cH:91][cH:92][cH:93]2)([c:94]2[cH:95][cH:96][cH:97][cH:98][cH:99]2)[c:100]2[cH:101][cH:102][cH:103][cH:104][cH:105]2)[cH:106][cH:107]1.[s:16]1[cH:17][c:18]([B:21]([OH:22])[OH:23])[cH:19][cH:20]1>>[c:2]1(-[c:18]2[cH:17][s:16][cH:20][cH:19]2)[cH:3][n:4][cH:5][c:6]([Br:7])[cH:8]1

Participants

9

Reactant 8

HCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 1140TolueneHCID 19660Carbonate IonHCID 693693,5-DibromopyridineHCID 581760Thiophene-3-boronic acidHCID 178420554HCID 178420554, compound

Product 1

HCID 112764923-Bromo-5-thiophen-3-yl-pyridine

Sources & evidence

ORD record
ord-a0f454f4ea89446a882d4ee608527fce
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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