1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone → HCID 178465622, 화합물

HRID 1821868노트

반응식

HRID 1821868 반응식
[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[C:10](=O)[CH3:11].[C:13]([NH:16][NH2:17])([NH2:15])=[NH:14].[ClH:18]>C(O)C.Cl>[ClH:18].[ClH:18].[NH:1]1[C:5]2=[CH:6][N:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[C:10](=[N:17][NH:16][C:13]([NH2:15])=[NH:14])[CH3:11]

참가 물질

5

반응물 2

HCID 552679001-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanoneHCID 178418668HCID 178418668, 화합물

생성물 1

HCID 178465622HCID 178465622, 화합물수율 161.8%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

A mixture of 1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethanone (Example 70) (90 mg, 0.56 mmol) and aminoguanidine hydrochloride (65 mg, 0.59 mmol) in ethanol (5.6 mL) and 6 N HCl (0.47 mL) was heated under reflux for 1.5 h. The reaction mixture was cooled to room temperature and the precipitate was filtered, rinsed with ethanol and diethyl ether, and dried under vacuum at 45° C. to provide [[1-(1H-pyrrolo[2,3-c]pyridin-2-yl)ethylidene]amino]guanidine dihydrochloride (138 mg, 86%) as a white solid: mp 314-318° C. dec.; 1H NMR (300 MHz, CD3OD) δ2.50 (3H, s), 7.40 (1H, s), 8.10-8.27 (2H, m), 9.04 (1H, s); ESI MS m/z 217 [C10H12N6+H]+; HPLC (Method A) >99% (AUC), tR=9.01 min.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 h
  3. filtrationthe precipitate was filtered
  4. washrinsed with ethanol and diethyl ether
  5. customdried under vacuum at 45° C.

출처 및 근거

ORD 기록
ord-ea8ba445279a461ca1eab23e704a9187
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608627B2

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