Acetonitrile → 1-Ethyl-N-methyl-N-pyridin-2-yl-1H-benzimidazol-2-amine

HRID 2113385노트

반응식

HRID 2113385 반응식
N1C=CC=C[C:2]=1[CH2:7][NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1.[C:16](#[N:18])[CH3:17].[CH2:19]([N:21](CC)[CH2:22]C)C.C[C:27]([CH3:32])([CH3:31])C(Cl)=O>O>[CH2:7]([N:8]1[C:9]2[CH:10]=[CH:15][CH:14]=[CH:13][C:12]=2[N:11]=[C:19]1[N:21]([CH3:22])[C:32]1[CH:27]=[CH:31][CH:17]=[CH:16][N:18]=1)[CH3:2]

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 73759Bis(2-pyridylmethyl)amine

생성물 1

HCID 666282671-Ethyl-N-methyl-N-pyridin-2-yl-1H-benzimidazol-2-amine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a flask were added 1.06 g of di-(2-picolyl)amine and 20 ml of acetonitrile. The solution was stirred under nitrogen, when 0.7 g of triethylamine were added, followed by 1.5 g of trimethylacetyl chloride. After 1 hour, 20 ml of water were added and the acetonitrile was removed. The product was extracted with ethyl acetate and washed with water. Following solvent removal, the product was recrystallized by dissolving in 6 ml hot hexane with 0.5 ml 2-propanol. Another 2 ml hexane were added and the mixture was cooled to 5 C, filtered, washed with hexane and dried, resulting in 1.3 g of an off-white solid.

후처리

  1. customthe acetonitrile was removed
  2. extractionThe product was extracted with ethyl acetate
  3. washwashed with water
  4. customFollowing solvent removal
  5. customthe product was recrystallized
  6. dissolutionby dissolving in 6 ml hot hexane with 0.5 ml 2-propanol
  7. additionAnother 2 ml hexane were added
  8. temperaturethe mixture was cooled to 5 C
  9. filtrationfiltered
  10. washwashed with hexane
  11. customdried

출처 및 근거

ORD 기록
ord-77e8045bcfe8450a9977152da9d76c2c
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07525717B2

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