Boron tribromide → 4-(2-Phenylamino-thiazol-5-yl)-phenol

HRID 1713648Notes

Reaction equation

HRID 1713648 reaction equation
N1(CCO[C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]3[S:17][C:18]([C:21]4[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=4)=[CH:19][N:20]=3)=[CH:11][CH:10]=2)CCCC1.COC1C=CC(C2SC(NC3C=CC=CC=3)=NC=2)=CC=1.B(Br)(Br)Br>C(Cl)Cl.CO>[C:12]1([NH:15][C:16]2[S:17][C:18]([C:21]3[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=3)=[CH:19][N:20]=2)[CH:11]=[CH:10][CH:9]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 111882064-{2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenylamino]-thiazol-5-yl}-phenolHCID 58923516[5-(4-Methoxy-phenyl)-thiazol-2-yl]-phenyl-amine

Product 1

HCID 589235364-(2-Phenylamino-thiazol-5-yl)-phenol

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound is prepared as described in Example 7 for 4-{2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylamino]-thiazol-5-yl}-phenol but starting from [5-(4-methoxy-phenyl)-thiazol-2-yl]-phenyl-amine and using 2 equivalents of BBr3. Title compound: ES-MS: 269.0 [M+H]+; single peak at tR=6.65 min (System 1); Rf=0.05 (CH2Cl2/MeOH, 98/2).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-5129ac82db3047d6aebf25bee26a5146
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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