N-[(4-methoxyphenyl)methyl]-1,3-thiazol-2-amine → 5-(2-Chloro-4-(trifluoromethyl)phenyl)-N-(4-methoxybenzyl)-N-(thiazol-2-YL)naphthalene-2-sulfonamide

HRID 1473333Notes

Reaction equation

HRID 1473333 reaction equation
BrC1C=CC=C2C=1C=CC(S(NC1C=CN=CN=1)(=O)=O)=C2.[CH3:22][O:23][C:24]1[CH:36]=[CH:35][C:27]([CH2:28][NH:29][C:30]2[S:31][CH:32]=[CH:33][N:34]=2)=[CH:26][CH:25]=1.[Cl:37][C:38]1[CH:43]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:41]=[CH:40][C:39]=1[C:48]1[CH:57]=[CH:56][CH:55]=[C:54]2[C:49]=1[CH:50]=[CH:51][C:52]([S:58](OC1C(F)=C(F)C(F)=C(F)C=1F)(=[O:60])=[O:59])=[CH:53]2>>[Cl:37][C:38]1[CH:43]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:41]=[CH:40][C:39]=1[C:48]1[CH:57]=[CH:56][CH:55]=[C:54]2[C:49]=1[CH:50]=[CH:51][C:52]([S:58]([N:29]([CH2:28][C:27]1[CH:26]=[CH:25][C:24]([O:23][CH3:22])=[CH:36][CH:35]=1)[C:30]1[S:31][CH:32]=[CH:33][N:34]=1)(=[O:59])=[O:60])=[CH:53]2

Participants

4

Reactant 3

HCID 578640N-[(4-methoxyphenyl)methyl]-1,3-thiazol-2-amineHCID 866873675-bromo-N-(pyrimidin-4-yl)naphthalene-2-sulfonamideHCID 86687371Perfluorophenyl 5-(2-chloro-4-(trifluoromethyl)phenyl)naphthalene-2-sulfonate2×

Product 1

HCID 866873875-(2-Chloro-4-(trifluoromethyl)phenyl)-N-(4-methoxybenzyl)-N-(thiazol-2-YL)naphthalene-2-sulfonamide

Procedure

The title compound was prepared in an analogous manner to that of intermediate W, except that N-(4-methoxybenzyl)thiazol-2-amine was used in place of 4-aminopyrimidine and perfluorophenyl 5-(2-chloro-4-(trifluoromethyl)phenyl)naphthalene-2-sulfonate (intermediate Z) was used instead of perfluorophenyl 5-bromonaphthalene-2-sulfonate. MS (ESI, positive) m/z: 588.9.

Sources & evidence

ORD record
ord-10f6f97848464e7e9e8f47ec860c6c7b
Source dataset
uspto-grants-2015_04
Patent number
US09012443B2

Reaction notes

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