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Sodium Hydroxide → 6-(1,3-Benzodioxol-5-yl)-3,4-dihydro-1-methylpyrrolo[1,2-a]pyrazine fumarate

HRID 486529
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HRID 486529 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[N:11]([CH2:15][CH2:16][NH:17][C:18](=O)[CH3:19])[CH:12]=[CH:13][CH:14]=3)=[CH:9][C:4]=2[O:3][CH2:2]1.P(Cl)(Cl)(Cl)=O.[OH-].[Na+].[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]/[C:31]([OH:33])=[O:32]>O.C(O)C>[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]/[C:31]([OH:33])=[O:32].[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[N:11]4[CH2:15][CH2:16][N:17]=[C:18]([CH3:19])[C:12]4=[CH:13][CH:14]=3)=[CH:9][C:4]=2[O:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 14798Sodium Hydroxide2회HCID 24813Phosphorus oxychlorideHCID 444972Fumaric AcidHCID 19095413HCID 19095413, 화합물

생성물 1

HCID 190954176-(1,3-Benzodioxol-5-yl)-3,4-dihydro-1-methylpyrrolo[1,2-a]pyrazine fumarate수율 66%

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 962Water용매

실험 절차

N-[2-[2-(1,3-Benzodioxol-5-yl)-pyrrol-1-yl]-ethyl]acetamide (1.7 g) was treated with 10 ml of phosphorus oxychloride under argon and boiled for 45 minutes while stirring. The reaction mixture was hydrolyzed at 0° C. with 50 ml of 2N sodium hydroxide solution and 50 ml of 28% sodium hydroxide solution, diluted with 600 ml of water and extracted with methylene chloride (1×100 ml, 2×60 ml). The organic extracts were combined, dried with MgSO4 and freed from solvent. 1.4 g of crude product was dissolved in a 20-fold amount of ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There were obtained 1.5 g (66%) of 6-(1,3-benzodioxol-5-yl)-3,4-dihydro-1-methylpyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 191°-193° C. (dec.).

후처리

  1. extractionextracted with methylene chloride (1×100 ml, 2×60 ml)
  2. dry with materialdried with MgSO4
  3. dissolution1.4 g of crude product was dissolved in a 20-fold amount of ethanol

출처 및 근거

ORD 기록
ord-60e593cdb5244d4bac805a48834385f5
출처 데이터셋
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05292732

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