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

HRID 1775185노트

반응식

HRID 1775185 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4cb603b25407474895a78aba09d5563c
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260437B2

반응 노트

불러오는 중…