2,4,6-Trimethylpyridine → (6-Bromo-imidazo[1,2-a]pyridin-2-yl)-carbamic acid phenyl ester

HRID 555985

반응식

HRID 555985 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([NH2:11])[N:10]=2)[CH:7]=1.CC1C=C(C)C=C(C)N=1.Cl[C:22]([O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:23]>C1COCC1>[C:25]1([O:24][C:22](=[O:23])[NH:11][C:9]2[N:10]=[C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]3[CH:8]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

5

반응물 3

HCID 79532,4,6-TrimethylpyridineHCID 15891Phenyl chloroformateHCID 441192966-Bromoimidazo[1,2-a]pyridin-2-amine2회

생성물 1

HCID 59251768(6-Bromo-imidazo[1,2-a]pyridin-2-yl)-carbamic acid phenyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 6-bromo-imidazo[1,2-a]pyridin-2-ylamine (Intermediate A1)(6.2 g, 29.2 mmol) in THF (400 ml) is added 2,4,6-trimethylpyridine (5.8 ml, 43.9 mmol). The reaction mixture is cooled to 0° C. (ice-bath) and treated dropwise with a solution of phenyl chloroformate (3.85 ml, 30.7 mmol) in THF (50 ml) over 15 minutes. The reaction mixture is stirred overnight, at room temperature, quenched with water and stirred for a further 5 minutes resulting in a white precipitate. The solid is collected by filtration and dried under vacuum (40° C.) overnight to afford the title compound [MH+ 331.99 and 333.99].

후처리

  1. customquenched with water
  2. stirringstirred for a further 5 minutes
  3. customresulting in a white precipitate
  4. filtrationThe solid is collected by filtration
  5. customdried under vacuum (40° C.) overnight

출처 및 근거

ORD 기록
ord-d2967969602f4d4daaba04f8a599af03
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08053574B2

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