Acetic Acid → 4-(Benzo[b]thiophen-2-yl)-5-bromo-2-chloropyrimidine

HRID 682736Notes

Reaction equation

HRID 682736 reaction equation
[Br:15][c:16]1[cH:17][n:18][c:19]([Cl:22])[n:20][cH:21]1.[CH2:1]([Li:2])[CH2:3][CH2:4][CH3:5].[CH3:23][C:24](=[O:25])[OH:26].[CH3:27][OH:28].[CH3:45][CH2:46][O:47][CH2:48][CH3:49].[CH3:55][CH2:56][O:57][C:58](=[O:59])[CH3:60].[Cl:29][C:30]1=[C:41]([Cl:42])[C:39](=[O:40])[C:36]([C:37]#[N:38])=[C:33]([C:34]#[N:35])[C:31]1=[O:32].[Na+:44].[O:50]1[CH2:51][CH2:52][CH2:53][CH2:54]1.[OH-:43].[s:6]1[cH:7][cH:8][c:9]2[c:10]1[cH:11][cH:12][cH:13][cH:14]2>>[s:6]1[c:7](-[c:17]2[c:16]([Br:15])[cH:21][n:20][c:19]([Cl:22])[n:18]2)[cH:8][c:9]2[c:10]1[cH:11][cH:12][cH:13][cH:14]2

Participants

12

Reactant 11

HCID 176Acetic AcidHCID 887MethanolHCID 923Sodium ionHCID 961HydroxideHCID 3283Diethyl EtherHCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 7221Benzo(B)ThiopheneHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 6066655-Bromo-2-chloropyrimidineHCID 178418339Butyllithium

Product 1

HCID 574288214-(Benzo[b]thiophen-2-yl)-5-bromo-2-chloropyrimidine

Sources & evidence

ORD record
ord-d1b2d6bce025435da726ab53449092f8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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