1-Chloro-2-(diethylamine)ethane hydrochloride → [4-(2-Diethylamino-ethoxy)-phenyl]-[5-(3-thiophen-3-yl-phenyl)-thiazol-2-yl]-amine

HRID 1713673Notes

Reaction equation

HRID 1713673 reaction equation
CN(C)CCCOC1C=CC(C2SC(NC3C=CC=CC=3)=NC=2)=CC=1.[S:26]1[CH:30]=[CH:29][C:28]([C:31]2[CH:32]=[C:33]([C:37]3[S:41][C:40]([NH:42][C:43]4[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=4)=[N:39][CH:38]=3)[CH:34]=[CH:35][CH:36]=2)=[CH:27]1.Cl.Cl[CH2:52][CH2:53][N:54]([CH2:57][CH3:58])[CH2:55][CH3:56]>C(Cl)Cl.CO>[CH2:53]([N:54]([CH2:57][CH3:58])[CH2:55][CH2:56][O:49][C:46]1[CH:47]=[CH:48][C:43]([NH:42][C:40]2[S:41][C:37]([C:33]3[CH:34]=[CH:35][CH:36]=[C:31]([C:28]4[CH:29]=[CH:30][S:26][CH:27]=4)[CH:32]=3)=[CH:38][N:39]=2)=[CH:44][CH:45]=1)[CH3:52]

Participants

5

Reactant 3

HCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 11245147{5-[4-(3-Dimethylamino-propoxy)-phenyl]-thiazol-2-yl}phenyl-amineHCID 589235064-[5-(3-Thiophen-3-yl-phenyl)-thiazol-2-ylamino]-phenol

Product 1

HCID 58923510[4-(2-Diethylamino-ethoxy)-phenyl]-[5-(3-thiophen-3-yl-phenyl)-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-(3-thiophen-3-yl-phenyl)-thiazol-2-ylamino]-phenol and using (2-chloroethyl)-diethylamine hydrochloride. The title compound: ES-MS: 450.0 [M+H]+; single peak at tR=3.98 min (System 2); Rf=0.14 (CH2Cl2/MeOH, 90/10).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-5d6c127422b74d77809f49ea1981ec2f
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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