Hydrochloric Acid → HCID 78320465, 화합물

HRID 2206446노트

반응식

HRID 2206446 반응식
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[CH2:10]=O.[ClH:12].[CH2:13]([N:15]([CH2:30][CH3:31])[C:16]1[CH:21]=[CH:20][C:19]([C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)=O)=[CH:18][CH:17]=1)[CH3:14]>C(O)C>[Cl-:12].[CH2:13]([N:15]([CH2:30][CH3:31])[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[N:7]([C:6]3[CH:8]=[CH:9][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH:10]=[N+:25]3[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=23)=[CH:18][CH:17]=1)[CH3:14]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 7732P-AnisidineHCID 86732005HCID 86732005, 화합물

생성물 1

HCID 78320465HCID 78320465, 화합물수율 80%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

was prepared according to general procedure (A), in which 28 μg 4-methoxyaniline (0.22 mmol, 1 equiv), 24 μl formalin (0.34 mmol, 1.5 equiv), 0.14 mL 3.14 M hydrochloric acid in ethanol (0.45 mmol, 2 equiv) and 57 mg (4-(diethylamino)phenyl)(pyridin-2-yl)methanone (0.22 mmol, 1 equiv) were combined in 0.45 mL ethanol and maintained at room temperature for 12 hours. The reaction was concentrated in vacuo and dried under high vacuum at 0.2 Torr. The crude material was triturated with 1.5 mL acetone, which resulted in the formation of a solid. The suspension was then filtered and rinsed with (2:1) acetone/diethylether three times using 1 mL of (2:1) acetone/diethylether for each rinse. The resulting solid was dried under high vacuum at 0.2 Torr for 48 hours to provide 80 mg 1-(4-(diethylamino)phenyl)-2-(4-methoxyphenyl)-2H-imidazo[1,5-a]pyridin-4-ium chloride (0.18 mmol, a 80% yield) as a cream colored solid. This material was determined to be the monocationic salt by titration with sodium hydroxide.

후처리

  1. customwas prepared
  2. concentrationThe reaction was concentrated in vacuo
  3. customdried under high vacuum at 0.2 Torr
  4. customThe crude material was triturated with 1.5 mL acetone, which
  5. customresulted in the formation of a solid
  6. filtrationThe suspension was then filtered
  7. washrinsed with (2:1) acetone/diethylether three times
  8. customThe resulting solid was dried under high vacuum at 0.2 Torr for 48 hours

출처 및 근거

ORD 기록
ord-fd4d9df7d115485bbb13e2b862fb61b5
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371448B2

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