Water → 3,4-Dihydro-1-methyl-7-phenylpyrrolo[1,2-a]pyrazine fumarate

HRID 486556노트

반응식

HRID 486556 반응식
[C:1]([C:4]1O[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:8]=1)(=O)[CH3:2].[CH2:15]([NH2:18])[CH2:16][NH2:17].O.[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24]>C(O)C>[C:20]([OH:27])(=[O:26])/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24].[CH3:2][C:1]1[C:4]2[N:17]([CH:6]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:8]=2)[CH2:16][CH2:15][N:18]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 3301EthylenediamineHCID 444972Fumaric AcidHCID 190954162-Acetyl-4-phenylfuran

생성물 1

HCID 190953303,4-Dihydro-1-methyl-7-phenylpyrrolo[1,2-a]pyrazine fumarate수율 31%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Acetyl-4-phenylfuran (0.7 g) was heated at 100° C. for 1 hour under argon with 0.8 ml of 1,2-ethanediamine and 0.1 ml of water. After cooling 50 ml of water were added and the mixture was extracted three times with 50 ml of methylene chloride each time. The organic phases were combined, dried with MgSO4 and freed from solvent. The residue, 0.7 g of brown oil, was chromatographed on 60 g of silica gel with methylene chloride/methanol (19:1) as the eluent. The crude product, 0.4 g of brown solid, was dissolved in a 50-fold amount of hot ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There was obtained 0.4 g (31%) of 3,4-dihydro-1-methyl-7-phenylpyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 181° C. (dec.)

후처리

  1. additionwere added
  2. extractionthe mixture was extracted three times with 50 ml of methylene chloride each time
  3. dry with materialdried with MgSO4
  4. customThe residue, 0.7 g of brown oil, was chromatographed on 60 g of silica gel with methylene chloride/methanol (19:1) as the eluent
  5. dissolutionThe crude product, 0.4 g of brown solid, was dissolved in a 50-fold amount of hot ethanol

출처 및 근거

ORD 기록
ord-6ddccc03a1ba4de7b1538a4808e1bee9
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05292732

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