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Potassium Fluoride → 3-{3-Cyano-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-pyridin-2-ylamino}-N-methoxy-4-methyl-benzamide

HRID 1666066
ノート
印刷プレビュー

反応式

HRID 1666066 の反応式
Cl[C:2]1[N:9]=[C:8]([NH:10][CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])[C:7]([F:16])=[CH:6][C:3]=1[C:4]#[N:5].[NH2:17][C:18]1[CH:19]=[C:20]([CH:26]=[CH:27][C:28]=1[CH3:29])[C:21]([NH:23][O:24][CH3:25])=[O:22].[F-].[K+]>CS(C)=O>[C:4]([C:3]1[C:2]([NH:17][C:18]2[CH:19]=[C:20]([CH:26]=[CH:27][C:28]=2[CH3:29])[C:21]([NH:23][O:24][CH3:25])=[O:22])=[N:9][C:8]([NH:10][CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[C:7]([F:16])[CH:6]=1)#[N:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 522689Potassium FluorideHCID 207670003-Amino-N-methoxy-4-methylbenzamideHCID 865887982-Chloro-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-nicotinonitrile

生成物 1

HCID 101346713-{3-Cyano-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-pyridin-2-ylamino}-N-methoxy-4-methyl-benzamide収率 1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide
溶媒

反応条件

温度
150 °C

実験手順

A mixture of 2-chloro-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-nicotinonitrile (150 mg, 0.62 mmol), 3-amino-N-methoxy-4-methyl-benzamide (150 mg, 0.83 mmol) and potassium fluoride (30 mg, 0.51 mmol) in DMSO (1 mL) was heated to 150° C. overnight. The reaction mixture was allowed to cool to room temp and then partitioned between water and ethyl acetate. The organic layer was dried (sodium sulfate) and concentrated under reduced pressure. The product (2.5 mg, 1%) was obtained after purification by silica gel chromatography with 30% EtOAc in hexane as eluent. C20H24FN5O2 MS m/e=386 (M+H).

後処理

  1. temperatureto cool to room temp
  2. custompartitioned between water and ethyl acetate
  3. dry with materialThe organic layer was dried (sodium sulfate)
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a2f9e6e992e6404195f9334ff60cb11b
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08044040B2

反応ノート

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