Ethanol → 5-Bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine

HRID 100382Notes

Reaction equation

HRID 100382 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([Br:8])[cH:6][n:7]1.[CH3:51][c:52]1[cH:53][cH:54][cH:55][cH:56][cH:57]1.[CH3:60][CH2:61][OH:62].[Na+:45].[Na+:46].[O-:47][C:48](=[O:49])[O-:50].[OH2:59].[Pd:58].[c:26]1([P:27]([c:28]2[cH:29][cH:30][cH:31][cH:32][cH:33]2)[c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[cH:40][cH:41][cH:42][cH:43][cH:44]1.[c:9]1([CH2:15][O:16][c:17]2[cH:18][cH:19][c:20]([B:23]([OH:24])[OH:25])[cH:21][cH:22]2)[cH:10][cH:11][cH:12][cH:13][cH:14]1>>[c:2]1(-[c:20]2[cH:19][cH:18][c:17]([O:16][CH2:15][c:9]3[cH:10][cH:11][cH:12][cH:13][cH:14]3)[cH:22][cH:21]2)[n:3][cH:4][c:5]([Br:8])[cH:6][n:7]1

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 1140TolueneHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 23938PalladiumHCID 27343144-Benzyloxy-phenylboronic acidHCID 109555882,5-Dibromopyrimidine

Product 1

HCID 5640285-Bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine

Sources & evidence

ORD record
ord-99fb472ffbca4e46bc3c59c862d8c382
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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