Ethanol → 2-(6-Methoxypyridin-3-yl)-1,3-benzothiazol-6-amine

HRID 1698077노트

반응식

HRID 1698077 반응식
F[C:2]1[N:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15](OC)[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[NH2:19]CC1C=NC=CC=1.[CH2:27]([OH:29])C>O>[CH3:27][O:29][C:2]1[N:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15]([NH2:19])[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 702EthanolHCID 310183-PyridinemethanamineHCID 248037222-(6-Fluoropyridin-3-yl)-6-methoxy-1,3-benzothiazole

생성물 1

HCID 248035652-(6-Methoxypyridin-3-yl)-1,3-benzothiazol-6-amine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A mixture of 2-(6-fluoropyridin-3-yl)-6-methoxy-1,3-benzothiazole (0.10 g, 0.38 mmol) and 3-(aminomethyl)pyridine (1.0 mL, 9.5 mmol) in ethanol (4 mL) was heated at 100° C. for 9 minutes in a microwave reactor. The mixture was diluted with water, then cooled to r.t. and the formed precipitate was collected by filtration and dried. The crude product was purified by prep. HPLC to give the title compound (71 mg) as a solid. 1H NMR (CHLOROFORM-d) δ 8.75 (d, 1H) 8.66 (d, 1H) 8.56 (dd, 1H) 8.11 (dd, 1H) 7.89 (d, 1H) 7.66-7.76 (m, 1H) 7.34 (d, 1H) 7.26-7.31 (m, 2H) 7.07 (dd, 1H) 6.50 (d, 1H) 5.18 (t, 1H) 4.67 (d, 2H) 3.90 (s, 3H); MS m/z (M+H) 348.9.

후처리

  1. temperaturecooled to r.t.
  2. filtrationthe formed precipitate was collected by filtration
  3. customdried
  4. customThe crude product was purified by prep

출처 및 근거

ORD 기록
ord-409037e293694a51bae1d7e86cdffa6e
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163928B2

반응 노트

불러오는 중…