Tetrahydrofuran → N-(2-{[5-chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridin-2-yl]-hydroxy-methyl}-3-methoxy-phenyl)-2,2-dimethyl-propionamide

HRID 800518Notes

Reaction equation

HRID 800518 reaction equation
[CH2:45]1[O:46][CH2:47][CH2:48][CH2:49]1.[CH3:16][CH2:17][CH2:18][CH2:19][Li:20].[CH3:1][O:2][c:3]1[cH:4][c:5]([NH:9][C:10]([C:11]([CH3:12])([CH3:13])[CH3:14])=[O:15])[cH:6][cH:7][cH:8]1.[Cl:21][c:22]1[c:23]([C:41]([F:42])([F:43])[F:44])[cH:24][c:25]([S:28](=[O:29])(=[O:30])[NH:31][c:32]2[c:33]([CH:39]=[O:40])[n:34][cH:35][c:36]([Cl:38])[cH:37]2)[cH:26][cH:27]1>>[CH3:1][O:2][c:3]1[c:4]([CH:39]([c:33]2[c:32]([NH:31][S:28]([c:25]3[cH:24][c:23]([C:41]([F:42])([F:43])[F:44])[c:22]([Cl:21])[cH:27][cH:26]3)(=[O:29])=[O:30])[cH:37][c:36]([Cl:38])[cH:35][n:34]2)[OH:40])[c:5]([NH:9][C:10]([C:11]([CH3:12])([CH3:13])[CH3:14])=[O:15])[cH:6][cH:7][cH:8]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 546358N-(3-methoxyphenyl)pivalamideHCID 579424914-chloro-N-(5-chloro-2-formyl-pyridin-3-yi)-3-trifluoromethyl-benzenesulfonamideHCID 178418339Butyllithium

Product 1

HCID 57942304N-(2-{[5-chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridin-2-yl]-hydroxy-methyl}-3-methoxy-phenyl)-2,2-dimethyl-propionamide

Sources & evidence

ORD record
ord-5a11c6d14a2f4205b98548fbc91d90d2
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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