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

HRID 74252

反応式

HRID 74252 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a1ef495c74f642e1896c6d90d5112392
出典データセット
uspto-grants-2014_09
特許番号
US08829035B2

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