Methanol → 4-[4-[4-(4-Pyridyl)piperazin-1-yl]phenoxy]butyric acid, hydrochloride salt

HRID 2241

反応式

HRID 2241 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][N:10]([C:13]3[CH:25]=[CH:24][C:16]([O:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:15][CH:14]=3)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.CO.[ClH:28].N1C=CC=CC=1>C(OCC)(=O)C>[ClH:28].[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:8][CH2:9][N:10]([C:13]3[CH:14]=[CH:15][C:16]([O:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:24][CH:25]=3)[CH2:11][CH2:12]2)=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 887MethanolHCID 10176127Pyridinium chlorideHCID 189185114-[4-[4-(4-Pyridyl)piperazin-1-yl]phenoxy]butyric acid

生成物 1

HCID 1317196124-[4-[4-(4-Pyridyl)piperazin-1-yl]phenoxy]butyric acid, hydrochloride salt収率 81.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of the product from Example 26 (1.5 g) and methanol (80 ml) was heated to reflux with stirring, and solid pyridine hydrochloride (0.5 g) was added. Heating was stopped and ethyl acetate (10 ml) was added. The reaction mixture was evaporated until a slight turbidity was observed. On further cooling, a precipitate formed which was collected, washed with ethyl acetate and dried to give the title compound (1.33 g) as a beige solid: m.p.>240° C. (dec); NMR (d6 -DMSO) δ 1.90 (2H, m), 2.36 (2H, t), 3.17 (4H, m), 3.83 (4H, m), 3.91 (2H, t), 6.89 (4H, q), 7.26 (2H, d), 8.25 (2H, d), 12.1 (1H, br), 13.75 (1H, br); m/Z 342 (M+H)+ ; calculated for C19H23N3O3. 1.0 HCl: C, 60.4%; H, 6.4%; N, 11.1%; found: C, 60.0%; H, 6.4%, N, 10.8%.

後処理

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureHeating
  4. customThe reaction mixture was evaporated until a slight turbidity
  5. customOn further cooling, a precipitate formed which
  6. customwas collected
  7. washwashed with ethyl acetate
  8. customdried

出典と根拠

ORDレコード
ord-49e1ae57538b4195be3dcdaff27940ff
出典データセット
uspto-grants-1998_03
特許番号
US05728701

関連ノート

読み込み中…