Ammonium Chloride → HCID 57742787、化合物

HRID 1806082ノート

反応式

HRID 1806082 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH:8]([S:14][C:15]2[CH:16]=[N:17][C:18]([NH:28][C:29]3[S:30][CH:31]=[C:32]([CH3:34])[N:33]=3)=[C:19]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:20]=2)[C:9](OCC)=[O:10])[CH2:4][CH2:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH4+].[Cl-]>C1COCC1>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([CH:8]([S:14][C:15]2[CH:16]=[N:17][C:18]([NH:28][C:29]3[S:30][CH:31]=[C:32]([CH3:34])[N:33]=3)=[C:19]([O:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:20]=2)[CH2:9][OH:10])[CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 57742895HCID 57742895、化合物

生成物 1

HCID 57742787HCID 57742787、化合物収率 85%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Placed ethyl 2-(1-methylpiperidin-4-yl)-2-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)acetate (prepared in Example 235; 0.405 g, 0.812 mmol) in THF (8 mL) and cooled to 0° C. added LiAlH4 (2.44 mL, 2.44 mmol) and warmed to ambient temperature for 30 minutes. Saturated NH4Cl was slowly added and extracted with CH2Cl2. The organic layer was dried, filtered, and concentrated to give the title compound (0.315 g, 84.9% yield). 1H NMR (d6-DMSO) δ 10.92 (bs, 1H), 8.16 (d, 1H), 7.41 (t, 2H), 7.33 (d, 1H), 7.17 (t, 1H), 7.05 (d, 2H), 6.60 (s, 1H), 4.82 (t, 1H), 3.49 (m, 2H), 2.87 (m, 1H), 2.80 (m, 2H), 2.23 (s, 3H), 2.15 (s, 3H), 1.86-1.53 (m, 6H), 1.29 (m, 1H).

後処理

  1. temperaturewarmed to ambient temperature for 30 minutes
  2. extractionextracted with CH2Cl2
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-3e898aa0e7aa4bb8b10d4979b5f297c5
出典データセット
uspto-grants-2013_01
特許番号
US08354540B2

反応ノート

読み込み中…