Acetaldehyde → 5-(Benzoxazol-2-yl)-1-(3-methoxyphenyl)-2-methylbenzimidazole

HRID 74201노트

반응식

HRID 74201 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]2[CH:16]=[CH:15][C:14]([C:17]3[O:18][C:19]4[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=4[N:21]=3)=[CH:13][C:11]=2[NH2:12])[CH:6]=[CH:7][CH:8]=1.[CH:26](=O)[CH3:27].OOS([O-])=O.[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[O:18]1[C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=[C:17]1[C:14]1[CH:15]=[CH:16][C:10]2[N:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:26]([CH3:27])=[N:12][C:11]=2[CH:13]=1

참가 물질

6

반응물 4

HCID 177AcetaldehydeHCID 11430Potassium CarbonateHCID 23707502Potassium hydroxy sulfiteHCID 674994272-(2-(3-Methoxyphenyl)aminoanilin-5-yl)benzoxazole

생성물 1

HCID 674982285-(Benzoxazol-2-yl)-1-(3-methoxyphenyl)-2-methylbenzimidazole수율 29.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-(2-(3-methoxyphenyl)aminoanilin-5-yl)benzoxazole (see Working Example 31-1) (55.0 mg, 0.166 mmol) in dimethylformamide (2 mL) was added an aqueous solution of acetaldehyde (approx. 90%, 31.2 μL, 0.405 mmol) and oxone (66.3 mg, 0.108 mmol), and this was stirred at room temperature for 3 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (17.3 mg, 29% yield) as light brown crystals.

후처리

  1. filtrationthis was filtered
  2. washwashed with water
  3. customThe crystals obtained
  4. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a146b8ddecdc424cbfd0bb94d34d4a81
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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