Trifluoroacetic acid → 7-(5-Fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-amine

HRID 1502473ノート

反応式

HRID 1502473 の反応式
[F:1][C:2]1[C:3]([CH3:26])=[C:4]([C:8]2[CH:17]=[C:16]3[C:11]([CH:12]=[C:13]([NH:18]C(=O)OC(C)(C)C)[N:14]=[CH:15]3)=[CH:10][N:9]=2)[CH:5]=[N:6][CH:7]=1.FC(F)(F)C(O)=O>ClCCCl>[F:1][C:2]1[C:3]([CH3:26])=[C:4]([C:8]2[CH:17]=[C:16]3[C:11]([CH:12]=[C:13]([NH2:18])[N:14]=[CH:15]3)=[CH:10][N:9]=2)[CH:5]=[N:6][CH:7]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71115017Tert-butyl 7-(5-fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-ylcarbamate

生成物 1

HCID 679743607-(5-Fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-amine収率 101.1%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
40 °C

実験手順

A suspension of tert-butyl 7-(5-fluoro-4-methylpyridin-3-yl)-2,6-naphthyridin-3-ylcarbamate (50 mg, 0.14 mmol) in 1,2-dichloroethane (1 mL) was treated with trifluoroacetic acid (0.11 mL, 1.41 mmol), and the mixture was stirred at 40° C. for 3 hours. The mixture was concentrated in vacuo and then diluted with ethyl acetate (50 mL) and washed with saturated aqueous sodium bicarbonate solution (10 mL). The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford the title compound as a bright yellow solid (36 mg, 98%), which was used in the next step without further purification.

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. additiondiluted with ethyl acetate (50 mL)
  3. washwashed with saturated aqueous sodium bicarbonate solution (10 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

出典と根拠

ORDレコード
ord-5f1b161c463c4fccb616b58cf4c39bef
出典データセット
uspto-grants-2015_12
特許番号
US09206175B2

反応ノート

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