Boron tribromide → 4-(5-Thiophen-3-yl-thiazol-2-ylamino)-3-trifluoromethyl-phenol

HRID 1713680Notes

Reaction equation

HRID 1713680 reaction equation
N1(CCOC2C=CC(NC3SC(C4C=CC(O)=CC=4)=CN=3)=CC=2)CCCC1.C[O:29][C:30]1[CH:35]=[CH:34][C:33]([NH:36][C:37]2[S:38][C:39]([C:42]3[CH:46]=[CH:45][S:44][CH:43]=3)=[CH:40][N:41]=2)=[C:32]([C:47]([F:50])([F:49])[F:48])[CH:31]=1.B(Br)(Br)Br>C(Cl)Cl.CO>[S:44]1[CH:45]=[CH:46][C:42]([C:39]2[S:38][C:37]([NH:36][C:33]3[CH:34]=[CH:35][C:30]([OH:29])=[CH:31][C:32]=3[C:47]([F:50])([F:49])[F:48])=[N:41][CH:40]=2)=[CH:43]1

Participants

5

Reactant 3

HCID 25134Boron tribromideHCID 111882064-{2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenylamino]-thiazol-5-yl}-phenolHCID 58923518(4-Methoxy-2-trifluoromethyl-phenyl)-(5-thiophen-3-yl-thiazol-2-yl)-amine

Product 1

HCID 589235234-(5-Thiophen-3-yl-thiazol-2-ylamino)-3-trifluoromethyl-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 (4-methoxy-2-trifluoromethyl-phenyl)-(5-thiophen-3-yl-thiazol-2-yl)-amine and using 4 equivalents of BBr3. Title compound: ES-MS: 342.9 [M+H]+; single peak at tR=3.71 min (System 2); Rf=0.47 (CH2Cl2/MeOH, 90/10).

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-0661433be37b4e70a79f70e882d7326f
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

Loading…