2-Aminobenzimidazole → HCID 58362394, 화합물

HRID 452328노트

반응식

HRID 452328 반응식
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Br[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])=[CH:17][CH:16]=1)=[O:14]>CO>[NH2:1][C:2]1[N:6]([CH2:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH2:22][CH3:23])[CH2:24][CH3:25])=[CH:17][CH:16]=2)=[O:14])[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1

참가 물질

4

반응물 2

HCID 136242-AminobenzimidazoleHCID 27950302-bromo-1-[4-(diethylamino)phenyl]ethanone

생성물 1

HCID 58362394HCID 58362394, 화합물수율 36.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 2-aminobenzimidazole (197 mg, 1.5 mmol) and 2-Bromo-4′-(diethylamino)acetophenone (402 mg, 1.5 mmol) in MeOH (7 mL) was stirred at r.t. for 18 hours. The volatiles were removed in vacuo and NaHCO3 (sat. aq., 30 mL) was added. The aqueous mixture was extracted with EtOAc (3×30 mL). The combined EtOAc extracts were dried with MgSO4 and concentrated in vacuo. The residue was purified on silica gel eluting with a gradient up to 5:95 (MeOH:DCM) to isolate 2-(2-amino-1H-benzo[d]imidazol-1-yl)-1-(4-(diethylamino)phenyl)ethanone (176 mg, 36%) as a beige solid.

후처리

  1. customThe volatiles were removed in vacuo and NaHCO3 (sat. aq., 30 mL)
  2. additionwas added
  3. extractionThe aqueous mixture was extracted with EtOAc (3×30 mL)
  4. dry with materialThe combined EtOAc extracts were dried with MgSO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified on silica gel eluting with a gradient up to 5:95 (MeOH:DCM)

출처 및 근거

ORD 기록
ord-cdcdd1d8fd254dbe8e9a6824ff15a654
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08491869B2

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