Acetonitrile → 3-((7-(Cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile

HRID 624743ノート

反応式

HRID 624743 の反応式
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][C:12]2[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=2)[C:15]#[N:16])[CH:3]=1.[CH:20]1([NH2:23])[CH2:22][CH2:21]1.C(N(CC)CC)C.C(#N)C>O>[CH:20]1([NH:23][C:2]2[N:7]3[N:8]=[CH:9][CH:10]=[C:6]3[N:5]=[C:4]([CH2:11][C:12]3[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=3)[C:15]#[N:16])[CH:3]=2)[CH2:22][CH2:21]1

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 69828CyclopropylamineHCID 866546533-((7-Chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile

生成物 1

HCID 672169163-((7-(Cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile収率 83%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To the reaction flask, 3-((7-chloropyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile (400 mg, 1.5 mmol) was added along with cyclopropylamine (115 μL, 1.6 mmol), triethylamine (230 μL, 1.6 mmol), and acetonitrile (3 mL). The reaction was stirred at room temperature for 8 hours at 80° C. then cooled to room temperature, diluted with water, filtered and washed with water. The product, 3-((7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile, was collected as a solid in 83% yield after drying under vacuum overnight. LCMS (M+1=290)

後処理

  1. temperaturethen cooled to room temperature
  2. filtrationfiltered
  3. washwashed with water
  4. customThe product, 3-((7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)benzonitrile, was collected as a solid in 83% yield
  5. customafter drying under vacuum overnight

出典と根拠

ORDレコード
ord-0674d9149cfc4da292533af68e9d9638
出典データセット
uspto-grants-2016_04
特許番号
US09303033B2

反応ノート

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