2-Aminobenzimidazole → HCID 58362394、化合物

HRID 2361486ノート

反応式

HRID 2361486 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 58362394HCID 58362394、化合物収率 36.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-83d5ecc02bec476b984d748ecec25da2
出典データセット
uspto-grants-2014_04
特許番号
US08691187B2

反応ノート

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