Trifluoroacetic acid → 6-fluoro-5-(7H-pyrrolo[2,3-d]pyrimidin-5-ylmethyl)-pyridin-2-ylamine

HRID 1403281ノート

反応式

HRID 1403281 の反応式
[F:1][C:2]1[N:7]=[C:6]([NH:8]CC2C=CC(OC)=CC=2)[CH:5]=[CH:4][C:3]=1[CH2:18][C:19]1[C:27]2[CH:26]=[N:25][CH:24]=[N:23][C:22]=2[NH:21][CH:20]=1.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[CH2:18][C:19]1[C:27]2[CH:26]=[N:25][CH:24]=[N:23][C:22]=2[NH:21][CH:20]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 57963085[6-Fluoro-5-(7H-pyrrolo[2,3-d]pyrimidin-5-ylmethyl)-pyridin-2-yl]-(4-methoxy-benzyl)-amine

生成物 1

HCID 579630566-fluoro-5-(7H-pyrrolo[2,3-d]pyrimidin-5-ylmethyl)-pyridin-2-ylamine収率 93%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To [6-fluoro-5-(7H-pyrrolo[2,3-d]pyrimidin-5-ylmethyl)-pyridin-2-yl]-(4-methoxy-benzyl)-amine (P-0105, 4.5 g, 12.38 mmol) in 100 mL of dichloromethane, trifluoroacetic acid (95 mL, 1.238 mol) was added. The reaction was stirred at reflux for several hours, then concentrated under vacuum. The resulting material was taken up in ethyl acetate and poured into aqueous potassium carbonate. The resulting solid was filtered, washed with water, azeotroped from toluene and triturated with dichloromethane. The solid was isolated by filtration to provide the desired compound as a white solid (68, 2.8 g, 11.51 mmol, 93% yield).

後処理

  1. temperatureat reflux for several hours
  2. concentrationconcentrated under vacuum
  3. additionpoured into aqueous potassium carbonate
  4. filtrationThe resulting solid was filtered
  5. washwashed with water
  6. customazeotroped from toluene
  7. customtriturated with dichloromethane
  8. customThe solid was isolated by filtration

出典と根拠

ORDレコード
ord-8485352bfc3c4c61acf863b2847eb62d
出典データセット
uspto-grants-2014_12
特許番号
US08912204B2

反応ノート

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