Sodium Hydroxide → HCID 11533761, 화합물

HRID 2080854노트

반응식

HRID 2080854 반응식
[CH3:1][O:2][C:3](=[O:26])[CH2:4][N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][NH2:25])=[CH:20][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:14][CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13].[NH:27]1[CH:31]=[CH:30][N:29]=[C:28]1[CH:32]=O.[C:34]([BH3-])#[N:35].[Na+].[OH-].[Na+]>CO.C(O)(=O)C>[CH3:1][O:2][C:3](=[O:26])[CH2:4][N:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][N:25]([CH2:3][C:4]2[NH:5][CH:6]=[CH:34][N:35]=2)[CH2:32][C:28]2[NH:29][CH:30]=[CH:31][N:27]=2)=[CH:20][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:14][CH2:15][CH3:16])[CH2:11][CH2:12][CH3:13]

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 249551H-imidazole-2-carbaldehydeHCID 5003444Sodium cyanoborohydrideHCID 67103855HCID 67103855, 화합물

생성물 1

HCID 11533761HCID 11533761, 화합물수율 65.6%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

The compound (1.4928 g) obtained in Example 64-1 was dissolved in anhydrous methanol (59.6 ml) and added with 2-imidazole carboxaldehyde (1.1848 g) and sodium cyanoborohydride (1.0331 g). After the solution was adjusted to pH 5 with acetic acid, the whole was stirred at room temperature for 3 days. After completion of the reaction, the resultant was added with a 1 mol/l sodium hydroxide aqueous solution and the whole was subjected to extraction with chloroform. The resultant was dried with magnesium sulfate and the solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and treated with hydrochloric acid, thereby obtaining a hydrochloride (705.7 mg) of the subject compound as a white solid.

후처리

  1. customAfter completion of the reaction
  2. extractionthe whole was subjected to extraction with chloroform
  3. dry with materialThe resultant was dried with magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified through silica gel column chromatography (chloroform/ethyl acetate)
  6. additiontreated with hydrochloric acid

출처 및 근거

ORD 기록
ord-b8d31d18dbaf46c1a81e0eab4a5615b7
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932281B2

반응 노트

불러오는 중…