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Ammonium Chloride → HCID 86703313, 화합물

HRID 2409996
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HRID 2409996 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32](OC)=[O:33])[N:27]=3)=[C:8]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:9]2[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[CH:5][CH:4]=1.[BH4-].[Na+].[Cl-].[NH4+]>CO.O1CCCC1>[OH:33][CH2:32][C:28]1[N:27]=[C:26]([CH2:25][C:7]2[C:6]3[C:10](=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[C:8]=2[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:31]=[CH:30][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 86703312HCID 86703312, 화합물

생성물 1

HCID 86703313HCID 86703313, 화합물수율 100.4%

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

실험 절차

To a solution of tert-butyl 6-methoxy-3-(6-methoxycarbonylpyridin-2-ylmethyl)-2-phenyl-1H-indole-1-carboxylate (628 mg) in methanol/tetrahydrofuran (6 mL/6 mL) was added sodium borohydride (251 mg) under ice-cooling. The mixture was stirred under ice-cooling for 2 hours. To the reaction mixture was added a saturated aqueous ammonium chloride solution carefully, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain the title compound (593 mg). 1H-NMR (CDCl3) δ ppm: 1.23 (9H, s), 3.89 (3H, s), 3.95-4.01 (1H, m), 4.05 (2H, s), 4.65-4.72 (2H, m), 6.81-6.92 (2H, m), 6.94-7.00 (1H, m), 7.27-7.44 (6H, m), 7.44-7.52 (1H, m), 7.86 (1H, d, J=2.5 Hz).

후처리

  1. temperaturecooling
  2. temperaturecooling for 2 hours
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine successively
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-60a95b4c5c1e406988946cf18040296c
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08815903B2

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