{5-[4-(3-Dimethylamino-propoxy)-phenyl]-thiazol-2-yl}phenyl-amine → [4-(2-Dimethylamino-ethoxy)-2-trifluoromethyl-phenyl]-(5-thiophen-3-yl-thiazol-2-yl)-amine

HRID 1713686Notes

Reaction equation

HRID 1713686 reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4]COC1C=CC(C2SC(NC3C=CC=CC=3)=NC=2)=CC=1.[S:26]1[CH:30]=[CH:29][C:28]([C:31]2[S:35][C:34]([NH:36][C:37]3[CH:42]=[CH:41][C:40]([OH:43])=[CH:39][C:38]=3[C:44]([F:47])([F:46])[F:45])=[N:33][CH:32]=2)=[CH:27]1.Cl.ClCCN(C)C>C(Cl)Cl.CO>[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][O:43][C:40]1[CH:41]=[CH:42][C:37]([NH:36][C:34]2[S:35][C:31]([C:28]3[CH:29]=[CH:30][S:26][CH:27]=3)=[CH:32][N:33]=2)=[C:38]([C:44]([F:47])([F:46])[F:45])[CH:39]=1

Participants

5

Reactant 3

HCID 11245147{5-[4-(3-Dimethylamino-propoxy)-phenyl]-thiazol-2-yl}phenyl-amineHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 589235234-(5-Thiophen-3-yl-thiazol-2-ylamino)-3-trifluoromethyl-phenol

Product 1

HCID 58923532[4-(2-Dimethylamino-ethoxy)-2-trifluoromethyl-phenyl]-(5-thiophen-3-yl-thiazol-2-yl)-amine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared as described in Example 8 for {5-[4-(3-dimethylamino-propoxy)-phenyl]-thiazol-2-yl}-phenyl-amine but starting from 4-(5-thiophen-3-yl-thiazol-2-ylamino)-3-trifluoromethyl-phenol (Example 28) and using (2-chloroethyl)-dimethylamine hydrochloride. The title compound: ES-MS: 413.9 [M+H]+; single peak at tR=3.17 min (System 2); Rf=0.22 (CH2Cl2/MeOH, 90/10).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-f728cdc7da254f7c8044bb8f22373a34
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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