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Hydrochloric Acid → (1H-imidazol-4-yl)methanamine dihydrochloride

HRID 333442
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HRID 333442 반응식
N1([N:7]=[CH:8][C:9]2[N:10]=[CH:11][N:12](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:13]=2)CCCCC1.C1COCC1.C(O)C.[ClH:41]>C(OCC)(=O)C.[Pd]>[ClH:41].[ClH:41].[NH:12]1[CH:13]=[C:9]([CH2:8][NH2:7])[N:10]=[CH:11]1
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 8028TetrahydrofuranHCID 66987946Piperidin-1-yl-(1-trityl-1H-imidazol-4-yl-methylene)amine

생성물 1

HCID 178478688(1H-imidazol-4-yl)methanamine dihydrochloride수율 29%

시약·촉매·용매 2

HCID 23938Palladium촉매
이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

To a solution containing 450 mg of piperidin-1-yl-(1-trityl-1H-imidazol-4-yl-methylene)amine in 3.5 mL of 3N hydrogen chloride in ethyl acetate are added 90 mg of 10% Pd/C, 0.5 mL of THF and 0.9 mL of ethanol. The reaction medium is placed under a hydrogen pressure of 6 bar and heated at 80° C. for 3 hours. After filtering off the catalyst and evaporating off the solvents, the crude product obtained is chromatographed on silica gel (eluent: 6/4 DCM/MeOH). 50 mg of C-(1H-imidazol-4-yl)methylamine dihydrochloride in the form of a white powder are obtained in a yield of 29%.

후처리

  1. filtrationAfter filtering off the catalyst
  2. customevaporating off the solvents
  3. customthe crude product obtained
  4. customis chromatographed on silica gel (eluent: 6/4 DCM/MeOH)

출처 및 근거

ORD 기록
ord-32f171c68d024b799c116604e161a63e
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08877968B2

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