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

HRID 1698077ノート

反応式

HRID 1698077 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-409037e293694a51bae1d7e86cdffa6e
出典データセット
uspto-grants-2012_04
特許番号
US08163928B2

反応ノート

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