Pyrazol-3-ylamine → HCID 178507945, 화합물

HRID 869453노트

반응식

HRID 869453 반응식
C(=O)(O)[O-].[Na+].Cl.C(O[C:10](=[NH:17])[CH2:11][C:12](OCC)=[O:13])C.[NH:18]1[C:22]([NH2:23])=[CH:21][CH:20]=[N:19]1>C(OCC)(=O)C.C(O)C>[NH2:17][C:10]1[NH:23][C:22]2[N:18]([N:19]=[CH:20][CH:21]=2)[C:12](=[O:13])[CH:11]=1

참가 물질

6

반응물 3

HCID 74561Pyrazol-3-ylamineHCID 75345Ethyl 3-ethoxy-3-iminopropionate hydrochlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 178507945HCID 178507945, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

Sodium bicarbonate (3.9 g, 46.2 mmol) is added in small portions to a mixture of ethyl 3-ethoxy-3-iminopropanoate hydrochloride (Z-1) (8.6 g, 44.0 mmol) in crushed ice (100 g) and ethyl acetate (50 mL) until the pH value reaches 8-9. The organic layer is separated and the aqueous layer was extracted with ethyl acetate (2×50 mL). The combined organic layers are dried over anhydrous MgSO4 and filtered. The filtrate is concentrated in vacuo to afford a colourless oil which is added to a solution of 1H-pyrazol-5-amine (3.65 g, 44.0 mmol) in ethanol (100 mL). The resulting mixture is then degassed and backfilled with argon (three cycles) and stirred at reflux overnight. The mixture is then filtered while it was still warm. The solid is rinsed with cold ethanol (25 mL) and ether (2×25 mL), and then dried in vacuo to afford 5-aminopyrazolo[1,5-a]pyrimidin-7(4H)-one (Z-2).

후처리

  1. customThe organic layer is separated
  2. extractionthe aqueous layer was extracted with ethyl acetate (2×50 mL)
  3. dry with materialThe combined organic layers are dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated in vacuo
  6. customto afford a colourless oil which
  7. customThe resulting mixture is then degassed
  8. temperatureat reflux overnight
  9. filtrationThe mixture is then filtered while it
  10. temperaturewas still warm
  11. washThe solid is rinsed with cold ethanol (25 mL) and ether (2×25 mL)
  12. customdried in vacuo

출처 및 근거

ORD 기록
ord-83a3ef8817454955a2bd21b5a21c158a
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969363B2

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