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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Sulfuric acid magnesium salt (1:1) → 1-(7-Aza-bicyclo[2.2.1]hept-7-yl)-2-(2-(3,5-dimethylphenyl)-3-{2-[(5-pyridin-3-yl-thiophen-2-ylmethyl)amino]ethyl}-1H-indol-5-yl)-2-methylpropan-1-one

HRID 1421532
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HRID 1421532 반응식
[NH2:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([CH3:24])([CH3:23])[C:14]([N:16]3[CH:20]4[CH2:21][CH2:22][CH:17]3[CH2:18][CH2:19]4)=[O:15])[CH:11]=2)[NH:6][C:5]=1[C:25]1[CH:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[CH:26]=1.S([O-])([O-])(=O)=O.[Mg+2].[N:39]1[CH:44]=[CH:43][CH:42]=[C:41]([C:45]2[S:49][C:48]([CH:50]=O)=[CH:47][CH:46]=2)[CH:40]=1.C([BH3-])#N.[Na+]>C(Cl)(Cl)Cl.CO.C(O)(=O)C>[CH:17]12[N:16]([C:14](=[O:15])[C:13]([C:10]3[CH:11]=[C:12]4[C:7](=[CH:8][CH:9]=3)[NH:6][C:5]([C:25]3[CH:30]=[C:29]([CH3:31])[CH:28]=[C:27]([CH3:32])[CH:26]=3)=[C:4]4[CH2:3][CH2:2][NH:1][CH2:50][C:48]3[S:49][C:45]([C:41]4[CH:40]=[N:39][CH:44]=[CH:43][CH:42]=4)=[CH:46][CH:47]=3)([CH3:24])[CH3:23])[CH:20]([CH2:19][CH2:18]1)[CH2:21][CH2:22]2
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참가 물질

8

반응물 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 5003444Sodium cyanoborohydrideHCID 108994275-(Pyridin-3-yl)thiophene-2-carbaldehydeHCID 117617912-[3-(2-Aminoethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1-(7-azabicyclo[2.2.1]hept-7-yl)-2-methyl-propan-1-one

생성물 1

HCID 9938675
1-(7-Aza-bicyclo[2.2.1]hept-7-yl)-2-(2-(3,5-dimethylphenyl)-3-{2-[(5-pyridin-3-yl-thiophen-2-ylmethyl)amino]ethyl}-1H-indol-5-yl)-2-methylpropan-1-one

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 887Methanol용매HCID 6212Chloroform용매

실험 절차

To a solution of 2-[3-(2-aminoethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1-(7-azabicyclo [2.2.1]hept-7-yl)-2-methyl-propan-1-one (15 mg in a mixture of 1.0 mL dry chloroform and 0.10 mL methanol) at 0° C. was added 25 mg magnesium sulfate followed by 5-pyridin-3-yl-thiophene-2-carbaldehyde (9.3 mg) and the mixture stirred at low temperature. After 40 minutes, 0.070 mL of acetic acid were added followed by a solution of sodium cyanoborohydride (4.4 mg in 0.10 mL methanol) and the mixture allowed to warm to room temperature. After 20 hours, the reaction was quenched by the addition of saturated aqueous sodium bicarbonate, extracted with methylene chloride and the combined organics washed sequentially with water and brine. Purification of the concentrate by preparative tlc on silica gel (ethyl acetate) followed by preparative reverse phase HPLC (water:acetonitrile, 60:40) gave the title compound (3.2 mg). MASS: 602 (M+H)

후처리

  1. waitAfter 20 hours
  2. customthe reaction was quenched by the addition of saturated aqueous sodium bicarbonate
  3. extractionextracted with methylene chloride
  4. washthe combined organics washed sequentially with water and brine
  5. customPurification of the
  6. concentrationconcentrate by preparative tlc on silica gel (ethyl acetate)

출처 및 근거

ORD 기록
ord-9272fd7253ab4c61bc53ac43f755d12a
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06077858

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