[5-(4-Methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine → [4-(2-Dimethylamino-ethoxy)-phenyl]-[5-(4-methoxy-phenyl)thiazol-2-yl]-amine

HRID 1713642Notes

Reaction equation

HRID 1713642 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][N:24]4[CH2:28]CC[CH2:25]4)=[CH:17][CH:16]=3)=[N:11][CH:10]=2)=[CH:5][CH:4]=1.CN(C)CCOC1C=CC(NC(N)=S)=CC=1>C(Cl)Cl.CO>[CH3:25][N:24]([CH3:28])[CH2:23][CH2:22][O:21][C:18]1[CH:17]=[CH:16][C:15]([NH:14][C:12]2[S:13][C:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[CH:10][N:11]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 11188635[5-(4-Methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amineHCID 589235311-(4-(2-(Dimethylamino)ethoxy)phenyl)thiourea

Product 1

HCID 11199508[4-(2-Dimethylamino-ethoxy)-phenyl]-[5-(4-methoxy-phenyl)thiazol-2-yl]-amine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared as described in Example 3 for [5-(4-methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine but using [4-(2-dimethylamino-ethoxy)-phenyl]-thiourea. Title compound: ES-MS: 370.0 [M+H]+; single peak at tR=6.13 min (System 1); Rf=0.13 (CH2Cl2/MeOH, 80/20).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-39be58d0ddf547e299b0a74550c1c6be
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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