Water → HCID 140457702, 화합물

HRID 23913노트

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HRID 23913 반응식
[C:1]([NH:9][CH:10]1[CH2:15][CH2:14][N:13]([NH:16][C:17]([C:19]2[CH:39]=[CH:38][C:22]3[N:23]([CH3:37])[C:24]([CH2:26][CH2:27][C:28]4[CH:33]=[CH:32][C:31]([C:34](=[NH:36])[NH2:35])=[CH:30][CH:29]=4)=[N:25][C:21]=3[CH:20]=2)=[O:18])[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:47](Cl)(=[O:54])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1.O>CN(C)C=O>[C:1]([NH:9][CH:10]1[CH2:11][CH2:12][N:13]([NH:16][C:17]([C:19]2[CH:39]=[CH:38][C:22]3[N:23]([CH3:37])[C:24]([CH2:26][CH2:27][C:28]4[CH:29]=[CH:30][C:31]([C:34](=[NH:35])[NH:36][C:47](=[O:54])[C:48]5[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=5)=[CH:32][CH:33]=4)=[N:25][C:21]=3[CH:20]=2)=[O:18])[CH2:14][CH2:15]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 225698822-[2-(4-Amidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide

생성물 1

HCID 140457702HCID 140457702, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

1.0 g (2 mmol) of 2-[2-(4-Amidinophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide and 3.2 ml Triethylamine (23 mmol) are dissolved in 10 ml of dimethyl formamide. The mixture is cooled down to 0° C. and 0.418 ml of benzoyl chloride (3.6 mmol) are slowly added dropwise. After 2 hours 20 ml of water are added to the mixture, and the aqueous phase is extracted with 20 ml of acetic ester. The organic phase is again washed with waterand dried over sodium sulphate. The solvent is distilled off under vacuum. The residue is chromatographed over silica gel with acetic ester, and the oily product is triturated with petroleum ether. The precipate is filtered and washed with petroleum ether. Yield: 0.160 g (15%); MPt: 150-154° C.;

후처리

  1. extractionthe aqueous phase is extracted with 20 ml of acetic ester
  2. washThe organic phase is again washed with waterand
  3. dry with materialdried over sodium sulphate
  4. distillationThe solvent is distilled off under vacuum
  5. customThe residue is chromatographed over silica gel with acetic ester
  6. customthe oily product is triturated with petroleum ether
  7. filtrationThe precipate is filtered
  8. washwashed with petroleum ether
  9. custom150-154° C.

출처 및 근거

ORD 기록
ord-5aec41a052db4fa6acbb74a09ec3fccf
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855713B2

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