Sodium Bicarbonate → 5-(Benzoxazol-2-yl)-2-methyl-1-(2-picolyl)benzimidazole

HRID 74252

반응식

HRID 74252 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][NH:8][C:9]1[CH:15]=[CH:14][C:13]([C:16]2[O:17][C:18]3[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=3[N:20]=2)=[CH:12][C:10]=1[NH2:11].Cl.[C:26](=N)(OC)[CH3:27].C(=O)([O-])O.[Na+]>CO>[O:17]1[C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[N:20]=[C:16]1[C:13]1[CH:14]=[CH:15][C:9]2[N:8]([CH2:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[C:26]([CH3:27])=[N:11][C:10]=2[CH:12]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 10313100Ethanimidic acid, methyl ester, hydrochloride (1:1)HCID 674984162-(2-(2-Picolyl)aminoanilin-5-yl)benzoxazole

생성물 1

HCID 674991885-(Benzoxazol-2-yl)-2-methyl-1-(2-picolyl)benzimidazole수율 93%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a methanol (5 mL) solution of 2-(2-(2-picolyl)aminoanilin-5-yl)benzoxazole (see Working Example 79-1) (250 mg, 0.79 mmol) was added methyl acetimidate hydrochloride (100 mg, 0.87 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, saturated aqueous sodium hydrogen carbonate solution was added, and this was extracted with chloroform. The organic layer obtained was dried over anhydrous sodium sulfate, after which it was filtered and concentrated to yield the title compound (250 mg, 93% yield) as white crystals.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux for 3 hours
  3. extractionthis was extracted with chloroform
  4. customThe organic layer obtained
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. filtrationafter which it was filtered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a1ef495c74f642e1896c6d90d5112392
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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