Ammonium Chloride → HCID 57742787, 화합물

HRID 335153노트

반응식

HRID 335153 반응식
[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

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 21226445Aluminium lithium hydrideHCID 57742895HCID 57742895, 화합물

생성물 1

HCID 57742787HCID 57742787, 화합물수율 85%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-cffa87d7c95c4a9fbd942e2c43966eaa
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883828B2

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