2-Chloroethyldiisopropylammonium chloride → [4-(2-Diisopropylamino-ethoxy)-phenyl]-(5-thiophen-3-yl-thiazol-2-yl)-amine

HRID 1713658Notes

Reaction equation

HRID 1713658 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[S:35][C:34]([NH:36][C:37]3[CH:42]=[CH:41][C:40]([OH:43])=[CH:39][CH:38]=3)=[N:33][CH:32]=2)=[CH:27]1.Cl.Cl[CH2:46][CH2:47][N:48]([CH:52]([CH3:54])[CH3:53])[CH:49]([CH3:51])[CH3:50]>C(Cl)Cl.CO>[CH:49]([N:48]([CH:52]([CH3:54])[CH3:53])[CH2:47][CH2:46][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)=[CH:38][CH:39]=1)([CH3:51])[CH3:50]

Participants

5

Reactant 3

HCID 779422-Chloroethyldiisopropylammonium chlorideHCID 11245147{5-[4-(3-Dimethylamino-propoxy)-phenyl]-thiazol-2-yl}phenyl-amineHCID 112888354-(5-Thiophen-3-yl-thiazol-2-yl-amino)-phenol

Product 1

HCID 11361632[4-(2-Diisopropylamino-ethoxy)-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-yl-amino)-phenol (Example 12) and using (2-chloroethyl)-diisopropyl-amine hydrochloride. Title compound: ES-MS: 402.0 [M+H]+; single peak at tR=6.53 min (System 1); Rf=0.50 (CH2Cl2/MeOH, 80/20).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-07251555734a4abf98837b4a08ddaf5f
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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