Cesium carbonate → N-(4-Methyl-3-(thiazol-2-ylmethoxy)phenyl)thiazol-2-amine

HRID 1473996노트

반응식

HRID 1473996 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[S:10][CH:11]=[CH:12][N:13]=2)=[CH:4][C:3]=1[OH:14].C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1>CC(C)=O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[S:10][CH:11]=[CH:12][N:13]=2)=[CH:4][C:3]=1[O:14][CH2:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 151114782-(Bromomethyl)thiazoleHCID 866450292-Methyl-5-(thiazol-2-ylamino)phenol

생성물 1

HCID 86645043N-(4-Methyl-3-(thiazol-2-ylmethoxy)phenyl)thiazol-2-amine수율 51%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Following the general procedure for O-alkylation, Method B, a mixture of 2-methyl-5-(thiazol-2-ylamino)phenol (158 mg, 0.48 mmol) and Cs2CO3 (158 mg, 0.48 mmol) in acetone (4.4 mL) was treated with 2-bromomethylthiazole (86 mg, 0.48 mmol) at RT. Reaction control by TLC showed full conversion after 2.5 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 4/6) in 51% yield (75 mg).

후처리

  1. customReaction control by TLC
  2. customafter 2.5 h

출처 및 근거

ORD 기록
ord-7d89e332080343beacf850910a8d9131
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018209B2

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