Chloride → 5-[3,5-Dichloro-4-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-phenyl]-thiophene-2-carboxylic acid methyl ester

HRID 676394Notes

Reaction equation

HRID 676394 reaction equation
[CH2:11]([Li:12])[CH2:13][CH2:14][CH3:15].[CH2:48]1[O:49][CH2:50][CH2:51][CH2:52]1.[CH3:1][O:2][C:3](=[O:4])[c:5]1[s:6][c:7]([Br:10])[cH:8][cH:9]1.[CH3:53][CH2:54][O:55][C:56](=[O:57])[CH3:58].[Cl-:59].[Cl-:61].[Cl:45][CH2:46][Cl:47].[F:16][C:17]([F:18])([F:19])[S:20]([O:21][c:22]1[cH:23][c:24]([Cl:42])[c:25]([CH2:29][CH:30]2[C:31](=[O:41])[N:32]([CH:35]3[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]3)[CH2:33][CH2:34]2)[c:26]([Cl:28])[cH:27]1)(=[O:43])=[O:44].[Zn+2:60]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[s:6][c:7](-[c:22]2[cH:23][c:24]([Cl:42])[c:25]([CH2:29][CH:30]3[C:31](=[O:41])[N:32]([CH:35]4[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]4)[CH2:33][CH2:34]3)[c:26]([Cl:28])[cH:27]2)[cH:8][cH:9]1

Participants

9

Reactant 8

HCID 312Chloride2×HCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 32051Zinc(2+)HCID 605713Methyl 5-bromothiophene-2-carboxylateHCID 592994213,5-Dichloro-4-((1-cyclohexyl-2-oxopyrrolidin-3-yl)methyl)phenyl trifluoromethanesulfonateHCID 178418339Butyllithium

Product 1

HCID 592993875-[3,5-Dichloro-4-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-phenyl]-thiophene-2-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-c0b268045cab4d7092d3d3ce2c4a33e6
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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