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

HRID 1713675Notes

Reaction equation

HRID 1713675 reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4]COC1C=CC(C2SC(NC3C=CC=CC=3)=NC=2)=CC=1.[CH3:26][C:27]1[CH:28]=[C:29]([OH:44])[CH:30]=[CH:31][C:32]=1[NH:33][C:34]1[S:35][C:36]([C:39]2[CH:43]=[CH:42][S:41][CH:40]=2)=[CH:37][N:38]=1.Cl.ClCCN(C)C>C(Cl)Cl.CO>[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][O:44][C:29]1[CH:30]=[CH:31][C:32]([NH:33][C:34]2[S:35][C:36]([C:39]3[CH:43]=[CH:42][S:41][CH:40]=3)=[CH:37][N:38]=2)=[C:27]([CH3:26])[CH:28]=1

Participants

5

Reactant 3

HCID 11245147{5-[4-(3-Dimethylamino-propoxy)-phenyl]-thiazol-2-yl}phenyl-amineHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 589235083-Methyl-4-(5-thiophen-3-yl-thiazol-2-ylamino)-phenol

Product 1

HCID 58923524[4-(2-Dimethylamino-ethoxy)-2-methyl-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 3-methyl-4-(5-thiophen-3-yl-thiazol-2-ylamino)-phenol and using (2-chloroethyl)-dimethylamine hydrochloride. The title compound: ES-MS: 360.0 [M+H]+; single peak at tR=2.78 min (System 2); Rf=0.32 (CH2Cl2/MeOH, 75/25).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-5b45d0e692ab475c9d0b0539857f380c
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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