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Water → N-[5-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-pentyl]-3-nitro-benzenesulfonamide

HRID 970414
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HRID 970414 반응식
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[NH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][S:17]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=1)(=[O:19])=[O:18].C(N(CC)CC)C.O>C(#N)C>[Br:1][C:2]1[C:3]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][S:17]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=2)(=[O:18])=[O:19])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1
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참가 물질

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반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 12147933N-(5-Amino-pentyl)-3-nitro-benzenesulfonamide

생성물 1

HCID 12147934N-[5-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-pentyl]-3-nitro-benzenesulfonamide

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매
2회

실험 절차

A solution of 1.2 g (5.3 mmol) of 5-bromo-2,4-dichloro-pyrimidine in 30 ml of acetonitrile is added to a solution of 1.5 g (5.2 mmol) of N-(5-amino-pentyl)-3-nitro-benzenesulfonamide in 50 ml of acetonitrile. The reaction mixture is mixed with 1.0 ml (7.2 mmol) of triethylamine and stirred for 17 hours at room temperature. After water (50 ml) is added, it is extracted (2×) with ethyl acetate. The combined organic phases are dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (hexane/ethyl acetate 2:1, Flashmaster II). 1.5 g (3.1 mmol, corresponding to 60% of theory) of the product is obtained.

후처리

  1. extractionit is extracted (2×) with ethyl acetate
  2. dry with materialThe combined organic phases are dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation
  5. customThe remaining residue is purified by chromatography (hexane/ethyl acetate 2:1, Flashmaster II)
  6. custom1.5 g (3.1 mmol, corresponding to 60% of theory) of the product is obtained

출처 및 근거

ORD 기록
ord-6ea098fa618e457e8aae34f00759fef7
출처 데이터셋
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07312225B2

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