Methanesulfonic Acid → HCID 178458291, 화합물

HRID 1597852노트

반응식

HRID 1597852 반응식
[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=O)[CH2:2][CH3:3].[C:13]([N:17]1[C:21]([NH2:22])=[C:20]([C:23]([NH2:25])=[O:24])[CH:19]=[N:18]1)([CH3:16])([CH3:15])[CH3:14].CS(O)(=O)=O>C(O)C>[C:13]([N:17]1[C:21]2=[N:22][C:7]([C:6]3[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=3[O:4][CH2:1][CH2:2][CH3:3])=[N:25][C:23](=[O:24])[C:20]2=[CH:19][NH:18]1)([CH3:16])([CH3:14])[CH3:15]

참가 물질

5

반응물 3

HCID 6395Methanesulfonic AcidHCID 2498072-Propoxy-benzaldehydeHCID 218460755-amino-1-tert-butyl-1H-pyrazole-4-carboxamide

생성물 1

HCID 178458291HCID 178458291, 화합물수율 22%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-propoxybenzaldehyde (3.0 g, 18.27 mmol), 1-tert-butyl-5-amino-1H-pyrazole-4-carboxamide (2.5 g, 13.7 mmol), methanesulfonic acid (0.2 ml) and xylenes (50 ml) was refluxed overnight. The reaction mixture was stripped to dryness, treated with ethanol and again stripped to dryness. The residue was partitioned between chloroform and 10% KHCO3, the layers were separated, and the aqueous layer was extracted with chloroform (2×100 ml). The organic layers were combined, and concentrated in vacuo and the residue was dissolved in CH2Cl2 (30 ml) and combined with silica gel (20 g). The preloaded silica gel was placed on a silica gel column and eluted with 70% ether/hexanes, followed by ether (100%) to afford 0.98 g (22%) of 1-tert-butyl-6-(2-propoxyphenyl)pyrazolo[3,4-d]pyrimidin-4-one 1/100 hydrate, m.p. 130°-131° C.

후처리

  1. temperaturewas refluxed overnight
  2. customThe residue was partitioned between chloroform and 10% KHCO3
  3. customthe layers were separated
  4. extractionthe aqueous layer was extracted with chloroform (2×100 ml)
  5. concentrationconcentrated in vacuo
  6. dissolutionthe residue was dissolved in CH2Cl2 (30 ml)
  7. washeluted with 70% ether/hexanes

출처 및 근거

ORD 기록
ord-1fbcb09b7981437da63b26a8d76a8493
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05736548

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