Bromoacetyl bromide → 2-(Bromoacetyl)amino-N-(5-chloropyridin-2-yl)benzamide

HRID 988612

반응식

HRID 988612 반응식
[NH2:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)=[O:5].[Br:18][CH2:19][C:20](Br)=[O:21]>O1CCCC1.C(N(C(C)C)CC)(C)C.C(OCC)(=O)C.O>[Br:18][CH2:19][C:20]([NH:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)=[O:5])=[O:21]

참가 물질

7

반응물 2

HCID 61147Bromoacetyl bromideHCID 219063812-amino-N-(5-chloropyridin-2-yl)benzamide

생성물 1

HCID 219063592-(Bromoacetyl)amino-N-(5-chloropyridin-2-yl)benzamide수율 89.6%

시약·촉매·용매 4

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매HCID 81531Diisopropylethylamine용매

실험 절차

To a stirred solution of 2-amino-N-(5-chloropyridin-2-yl)benzamide (1.65 g, 6.66 mmol) in tetrahydrofuran (60 mL)and diisopropylethyl amine (1.28 mL) was added bromoacetyl bromide (0.64 mL, 7.32 mmol) dropwise at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. Diluted the reaction mixture with ethyl acetate (120 mL) and water (50 mL). Separated the organic layer and washed with water (25 mL), saturated sodium bicarbonate (50 mL), 0.2 N hydrochloric acid (25 mL), water (50 mL). Dried over sodium sulfate and remove the solvent to get crude product (2.2 g), which was used as such in the following step.

후처리

  1. customSeparated the organic layer
  2. washwashed with water (25 mL), saturated sodium bicarbonate (50 mL), 0.2 N hydrochloric acid (25 mL), water (50 mL)
  3. dry with materialDried over sodium sulfate
  4. customremove the solvent

출처 및 근거

ORD 기록
ord-bcbb62a2c3594c6d9110c3825461b670
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06635657B1

연결된 노트

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