Chloroform → 4-Oxo-4-(2-(5-(benzoxazol-2-yl)-2-methylbenzimidazol-1-yl)ethyl)aminobutyric acid

HRID 74290ノート

反応式

HRID 74290 の反応式
Cl.[NH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:14]3[O:15][C:16]4[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=4[N:18]=3)=[CH:13][C:8]=2[N:7]=[C:6]1[CH3:23].[C:24]1(=[O:30])[O:29][C:27](=[O:28])[CH2:26][CH2:25]1.C(N(CC)CC)C.C(Cl)(Cl)Cl>O>[O:30]=[C:24]([NH:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:14]3[O:15][C:16]4[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=4[N:18]=3)=[CH:13][C:8]=2[N:7]=[C:6]1[CH3:23])[CH2:25][CH2:26][C:27]([OH:29])=[O:28]

参加物

6

反応物 4

HCID 6212ChloroformHCID 7922Succinic anhydrideHCID 8471TriethylamineHCID 674977031-(2-Aminoethyl)-5-(benzoxazol-2-yl)-2-methylbenzimidazole hydrochloride

生成物 1

HCID 674982864-Oxo-4-(2-(5-(benzoxazol-2-yl)-2-methylbenzimidazol-1-yl)ethyl)aminobutyric acid収率 69%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-(2-Aminoethyl)-5-(benzoxazol-2-yl)-2-methylbenzimidazole hydrochloride (see Working Example 56) (0.20 g, 0.6 mmol), succinic anhydride (0.06 g, 0.6 mmol), triethylamine (0.22 g, 2.2 mmol) and CHCl3 (2 mL) were added together, and after stirring for 1 hour at room temperature this was heated to reflux with stirring for 1 hour. After cooling, water was added and back-extraction was carried out. The aqueous layer obtained was concentrated, and the residue was reslurried in methanol. After the precipitated crystals were filtered, they were dried to yield the title compound (0.13 g, 69% yield) as white crystals.

後処理

  1. temperaturethis was heated
  2. temperatureto reflux
  3. stirringwith stirring for 1 hour
  4. temperatureAfter cooling
  5. extractionback-extraction
  6. customThe aqueous layer obtained
  7. concentrationwas concentrated
  8. filtrationAfter the precipitated crystals were filtered
  9. customthey were dried

出典と根拠

ORDレコード
ord-ee821764ec77435eb0092ee1bdeb1763
出典データセット
uspto-grants-2014_09
特許番号
US08829035B2

反応ノート

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