Hydrochloric Acid → 5-[(3-Chlorophenyl)methoxy]-3-(1-piperazinyl)-2-pyrazinamine

HRID 2182152노트

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HRID 2182152 반응식
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([NH2:20])=[N:18][CH:17]=[C:16]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=3)[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[Cl:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=1)[CH2:22][O:21][C:16]1[N:15]=[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[C:19]([NH2:20])=[N:18][CH:17]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 69732063HCID 69732063, 화합물

생성물 1

HCID 98367235-[(3-Chlorophenyl)methoxy]-3-(1-piperazinyl)-2-pyrazinamine수율 17%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
40 °C

실험 절차

3′-Amino-6′-(3-chloro-benzyloxy)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester I-3s (150 mg, 357 μmol) was dissolved in 1,4-dioxane (6 mL) and an HCl solution (0.90 mL, 4 M in 1,4-dioxane, 3.6 mmol) was added with stirring at 40° C. The solution was stirred at 40° C. for 18 h and concentrated in vacuo to approximately 2 mL. The mixture was diluted with Et2O. The resulting brown solid was collected by filtration and washed twice with Et2O. The solid was purified by preparative HPLC to give the title compound 3-P as a tan solid (19 mg, 17% yield).

후처리

  1. stirringThe solution was stirred at 40° C. for 18 h
  2. concentrationconcentrated in vacuo to approximately 2 mL
  3. additionThe mixture was diluted with Et2O
  4. filtrationThe resulting brown solid was collected by filtration
  5. washwashed twice with Et2O
  6. customThe solid was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-c812a46b5bf5470d9f8ce90c22d6b8f8
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06894050B2

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