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Hydrochloric Acid → HCID 178487948, 화합물

HRID 245673
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HRID 245673 반응식
C([O:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[N:15]3[CH:16]=[CH:17][N:18]=[C:19]([CH3:20])[C:14]3=[C:13]([C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([C:30]4[N:31]([CH3:41])[C:32]5[C:37]([CH:38]=4)=[C:36]([O:39][CH3:40])[CH:35]=[CH:34][CH:33]=5)=[O:29])=[C:23]([O:42][CH3:43])[CH:22]=3)[N:12]=2)[CH2:7][CH2:6]1)(=O)C.[OH-].[K+].Cl>C(#N)C.O>[OH:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[N:15]3[CH:16]=[CH:17][N:18]=[C:19]([CH3:20])[C:14]3=[C:13]([C:21]3[CH:26]=[CH:25][C:24]([NH:27][C:28]([C:30]4[N:31]([CH3:41])[C:32]5[C:37]([CH:38]=4)=[C:36]([O:39][CH3:40])[CH:35]=[CH:34][CH:33]=5)=[O:29])=[C:23]([O:42][CH3:43])[CH:22]=3)[N:12]=2)[CH2:7][CH2:6]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178487949HCID 178487949, 화합물

생성물 1

HCID 178487948HCID 178487948, 화합물수율 38.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

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온도
110 °C

실험 절차

To (trans)-4-(1-(3-methoxy-4-(4-methoxy-1-methyl-1H-indole-2-carboxamido)phenyl)-8-methylimidazo[1,5-a]pyrazin-3-yl)cyclohexyl acetate (0.034 mmol, 20 mg) in acetonitrile (0.5 ml) and water (0.5 ml) was added potassium hydroxide (0.172 mmol, 9.65 mg) and the mixture was stirred at 110° C. After one hour the reaction mixture was neutralized with 2N hydrochloric acid, extracted with dichloromethane three times, the combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude product was purified using column chromatography (silica gel; gradient dichloromethane to dichloromethane/methanol 25/1) to yield the title compound (7 mg).

후처리

  1. extractionextracted with dichloromethane three times
  2. dry with materialthe combined organic layers were dried (sodium sulfate)
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified

출처 및 근거

ORD 기록
ord-cc8615a2013748aa8342e007e6ec993f
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08658794B2

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