Borate(1-), tetrafluoro-, nitryl (1:1) → HCID 57158477、化合物

HRID 1363884ノート

反応式

HRID 1363884 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 57158477HCID 57158477、化合物収率 129.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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. 15)

後処理

  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

出典と根拠

ORDレコード
ord-45c6a0747ab94e5cb37b50f2db33c8e4
出典データセット
uspto-grants-2011_02
特許番号
US07887845B2

反応ノート

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