Acetaldehyde → 5-(Benzoxazol-2-yl)-1-(2-methoxyethyl)-2-methylbenzimidazole

HRID 74223노트

반응식

HRID 74223 반응식
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[CH:12]=[CH:11][C:10]([C:13]2[O:14][C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[N:17]=2)=[CH:9][C:7]=1[NH2:8].[CH:22](=O)[CH3:23].OOS([O-])=O.[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[O:14]1[C:15]2[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=2[N:17]=[C:13]1[C:10]1[CH:11]=[CH:12][C:6]2[N:5]([CH2:4][CH2:3][O:2][CH3:1])[C:22]([CH3:23])=[N:8][C:7]=2[CH:9]=1

참가 물질

6

반응물 4

HCID 177AcetaldehydeHCID 11430Potassium CarbonateHCID 23707502Potassium hydroxy sulfiteHCID 674991982-(2-(2-Methoxyethyl)aminoanilin-5-yl)benzoxazole

생성물 1

HCID 674989585-(Benzoxazol-2-yl)-1-(2-methoxyethyl)-2-methylbenzimidazole수율 39%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-(2-(2-methoxyethyl)aminoanilin-5-yl)benzoxazole (see Working Example 51-1) (98 mg, 0.346 mmol) in dimethylformamide (2 mL) was added an aqueous solution of acetaldehyde (approx. 90%, 65.1 μL, 1.66 mmol) and oxone (213 mg, 0.346 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 (41.4 mg, 39% 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-6b56125deb1f497cbc5186cff542b680
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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