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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Benzoyl chloride → N-{3-[2-(3-Azabicyclo[3.2.2]non-3-yl)ethyl]-1,3,4,5-tetrahydro-8-methyl-5-oxo-2H-[1]benzopyrano[3,4-c]pyridin-9-yl}-benzamide

HRID 1995300
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HRID 1995300 반응식
[NH2:1][C:2]1[C:3]([CH3:28])=[CH:4][C:5]2[O:26][C:25](=[O:27])[C:9]3[CH2:10][N:11]([CH2:14][CH2:15][N:16]4[CH2:22][CH:21]5[CH2:23][CH2:24][CH:18]([CH2:19][CH2:20]5)[CH2:17]4)[CH2:12][CH2:13][C:8]=3[C:6]=2[CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[C:35](Cl)(=[O:42])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C(Cl)(Cl)Cl>[CH:21]12[CH2:23][CH2:24][CH:18]([CH2:19][CH2:20]1)[CH2:17][N:16]([CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][C:8]3[C:6]4[CH:7]=[C:2]([NH:1][C:35](=[O:42])[C:36]5[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=5)[C:3]([CH3:28])=[CH:4][C:5]=4[O:26][C:25](=[O:27])[C:9]=3[CH2:10]1)[CH2:22]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 11430Potassium CarbonateHCID 13189028HCID 13189028, 화합물

생성물 1

HCID 13189030N-{3-[2-(3-Azabicyclo[3.2.2]non-3-yl)ethyl]-1,3,4,5-tetrahydro-8-methyl-5-oxo-2H-[1]benzopyrano[3,4-c]pyridin-9-yl}-benzamide수율 38.2%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of 9-amino-3-[2-(3-azabicyclo[3.2.2]non-3-yl)ethyl]-1,2,3,4-tetrahydro-8-methyl-5H-benzopyrano[3,4-c]pyridin-5-one (2.5 g, 0.007 moles), potassium carbonate (2.4 g, 0.017 moles), and benzoyl chloride (1.0 ml, 0.009 moles) is stirred in chloroform (50 ml) at room temperature. After 24 hours the mixture is poured into ice water. The layers are separated, and the aqueous phase is extracted with chloroform (2×60 ml). The combined organic extracts are washed with brine and dried (magnesium sulfate). The solvent is removed under reduced pressure to leave a syrup, which crystallized from ethyl acetate. Recrystallization gave the product (1.3 g), mp 174°-176° C.

후처리

  1. customThe layers are separated
  2. extractionthe aqueous phase is extracted with chloroform (2×60 ml)
  3. washThe combined organic extracts are washed with brine
  4. dry with materialdried (magnesium sulfate)
  5. customThe solvent is removed under reduced pressure
  6. customto leave a syrup, which
  7. customcrystallized from ethyl acetate
  8. customRecrystallization

출처 및 근거

ORD 기록
ord-611ef74cdcf8443d93117f3e9dbcb7ea
출처 데이터셋
uspto-grants-1983_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04404138

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