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Sodium borohydride → HCID 178515761, 화합물

HRID 1890292
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HRID 1890292 반응식
[OH:1][C:2]1[N:7]=[C:6]2[N:8]([CH:11]3[CH2:16][CH2:15][CH2:14][CH2:13][C:12]3=[O:17])[CH:9]=[N:10][C:5]2=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[OH:17][CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:11]1[N:8]1[C:6]2=[N:7][C:2]([OH:1])=[CH:3][CH:4]=[C:5]2[N:10]=[CH:9]1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 178515950HCID 178515950, 화합물

생성물 1

HCID 178515761HCID 178515761, 화합물수율 66.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-(5-Hydroxy-3H-imidazo[4,5-b]pyridin-3-yl)cyclohexanone (0.200 g, 0.865 mmol) was taken up in ethanol (4 mL) and sodium borohydride (9.8 mg, 0.26 mmol) added. The reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure. The residue was purified by preparative HPLC to give the title compound (0.135 g). LCMS m/z=234.2 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.35-1.60 (m, 4H), 1.75-1.95 (m, 2H), 2.00-2.15 (m, 2H), 4.00-4.10 (m, 1H), 4.38 (q, J=8.1 Hz, 1H), 6.92 (d, J=8.8 Hz, 1H), 8.18 (d, J=8.8 Hz, 1H), 9.52 (s, 1H).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-f96e07bb732943948c038a098cbd7a91
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507473B2

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