Acetic Acid → 4-(6-Bromobenzo[b]thiophen-2-yl)-2-chloro-5-methylpyrimidine

HRID 93004

Reaction equation

HRID 93004 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([s:7][cH:8][cH:9]2)[cH:10]1.[CH2:45]1[O:46][CH2:47][CH2:48][CH2:49]1.[CH2:57]1[O:58][CH2:59][CH2:60][CH2:61]1.[CH3:27][C:28](=[O:29])[OH:30].[CH3:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56].[CH3:62][CH2:63][c:64]1[cH:65][cH:66][cH:67][cH:68][cH:69]1.[CH:11]([N-:12][CH:13]([CH3:14])[CH3:15])([CH3:16])[CH3:17].[Cl:19][c:20]1[n:21][cH:22][c:23]([CH3:26])[cH:24][n:25]1.[Cl:31][C:32]1=[C:43]([Cl:44])[C:41](=[O:42])[C:38]([C:39]#[N:40])=[C:35]([C:36]#[N:37])[C:33]1=[O:34].[Li+:18]>>[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([s:7][c:8](-[c:22]3[n:21][c:20]([Cl:19])[n:25][cH:24][c:23]3[CH3:26])[cH:9]2)[cH:10]1

Participants

10

Reactant 9

HCID 176Acetic AcidHCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 7500EthylbenzeneHCID 8028Tetrahydrofuran2×HCID 8900HeptaneHCID 28486Lithium ionHCID 5817192-Chloro-5-methylpyrimidineHCID 5062348DiisopropylamideHCID 127444006-Bromo-benzo[b]thiophene

Product 1

HCID 866253744-(6-Bromobenzo[b]thiophen-2-yl)-2-chloro-5-methylpyrimidine

Sources & evidence

ORD record
ord-984707bcde7941f293d5def0ac179c40
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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