Benzyl Bromide → N-(3-(benzyloxy)-4-methylphenyl)thiazol-2-amine

HRID 1473999노트

반응식

HRID 1473999 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.[K+].[K+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CC(C)=O>[CH2:21]([O:14][C:3]1[CH:4]=[C:5]([NH:8][C:9]2[S:10][CH:11]=[CH:12][N:13]=2)[CH:6]=[CH:7][C:2]=1[CH3:1])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 7498Benzyl Bromide2회HCID 11430Potassium Carbonate2회HCID 866450292-Methyl-5-(thiazol-2-ylamino)phenol

생성물 1

HCID 86645044N-(3-(benzyloxy)-4-methylphenyl)thiazol-2-amine수율 58%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Following the general procedure for O-alkylation, Method A, a mixture of 2-methyl-5-(thiazol-2-ylamino)phenol (70 mg, 0.34 mmol) and K2CO3 (52 mg, 0.32 mmol) in acetone (4.4 mL) was treated with benzyl bromide (58 mg, 0.34 mmol) at RT. Reaction control by TLC showed full conversion after 2 h 30 min. Subsequent benzyl bromide (20 microliter) and K2CO3 (20 mg) were added and stirred over night The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 3/1) in 58% yield (58 mg).

후처리

  1. customReaction control by TLC
  2. customafter 2 h
  3. custom30 min

출처 및 근거

ORD 기록
ord-7b3e3f54027845d1b23a9b8affdaa11f
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018209B2

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