Ammonium Chloride → HCID 57742787、化合物

HRID 335153ノート

反応式

HRID 335153 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 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 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-cffa87d7c95c4a9fbd942e2c43966eaa
出典データセット
uspto-grants-2014_11
特許番号
US08883828B2

反応ノート

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