Ammonium Chloride → HCID 57742787, 화합물

HRID 911836노트

반응식

HRID 911836 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 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).

후처리

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

출처 및 근거

ORD 기록
ord-be6df5a2de224497839bb9aefd8007cd
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022223B2

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