Borate(1-), tetrafluoro-, nitryl (1:1) → HCID 57158477, 화합물

HRID 912606노트

반응식

HRID 912606 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[N:3]=1.[B-](F)(F)(F)F.[N:22]([OH:24])=[O:23]>C(#N)C>[N+:22]([C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:9]=1[NH:8][C:4]1[N:3]=[C:2]([Cl:1])[CH:7]=[CH:6][N:5]=1)[C:13]#[N:14])([O-:24])=[O:23]

참가 물질

4

반응물 2

HCID 26296Borate(1-), tetrafluoro-, nitryl (1:1)HCID 111955954-((4-Chloropyrimidin-2-yl)amino)benzonitrile

생성물 1

HCID 57158477HCID 57158477, 화합물수율 129.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile (0.005 mol) and nitryl tetrafluoroborate (0.0025 mol) in acetonitrile (5 ml) was stirred at room temperature for 4 h. The material was quenched with saturated bicarbonate (50 ml) on cracked ice. The mixture was allowed to reach room temperature, and the yellow solid was filtered off. The solid was adsorbed onto silica and purified by column chromatography (eluent: 30%, 50%, 60%, 70% CH2Cl2 in hexanes). The solvent of the desired fraction was evaporated and the residue was dried, yielding 0.89 g (64%) of 3-nitro-4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile. (interm. 51)

후처리

  1. customThe material was quenched with saturated bicarbonate (50 ml)
  2. customto reach room temperature
  3. filtrationthe yellow solid was filtered off
  4. custompurified by column chromatography (eluent: 30%, 50%, 60%, 70% CH2Cl2 in hexanes)
  5. customThe solvent of the desired fraction was evaporated
  6. customthe residue was dried

출처 및 근거

ORD 기록
ord-77cada181aa747e4967730c11f205d1e
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026248B2

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