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N-bromobutanimide → HCID 178433332, 화합물

HRID 472251
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HRID 472251 반응식
[NH2:1][C:2]1[N:3]=[C:4]([CH3:23])[C:5]2[CH:11]=[CH:10][C:9](=[O:12])[N:8]([C@H:13]3[CH2:18][CH2:17][C@@H:16]([O:19][CH2:20][CH2:21][OH:22])[CH2:15][CH2:14]3)[C:6]=2[N:7]=1.[Br:24]N1C(=O)CCC1=O>CN(C)C=O>[NH2:1][C:2]1[N:3]=[C:4]([CH3:23])[C:5]2[CH:11]=[C:10]([Br:24])[C:9](=[O:12])[N:8]([C@H:13]3[CH2:14][CH2:15][C@@H:16]([O:19][CH2:20][CH2:21][OH:22])[CH2:17][CH2:18]3)[C:6]=2[N:7]=1
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참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 178433338HCID 178433338, 화합물

생성물 1

HCID 178433332HCID 178433332, 화합물수율 75%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-amino-8-(cis-4-(2-hydroxyethoxy)cyclohexyl)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (411 mg, 1.29 mmol) in dimethylformamide (10 mL) was added N-bromosuccinimide (253 mg, 1.42 mmol). After stirring for 1 hour at room temperature the solution was concentrated. The residue was dissolved in chloroform (250 mL) and washed with 1 N sodium carbonate (2×25 mL) and brine (25 mL). The organic layer was dried (Na2SO4), filtered and concentrated. The crude product was purified by flash chromatography eluting with 1:1 ethyl acetate:chloroform/7N ammonia in methanol (0-4%) to afford the title compound (382 mg, 75%).

후처리

  1. concentrationwas concentrated
  2. dissolutionThe residue was dissolved in chloroform (250 mL)
  3. washwashed with 1 N sodium carbonate (2×25 mL) and brine (25 mL)
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product was purified by flash chromatography
  8. washeluting with 1:1 ethyl acetate

출처 및 근거

ORD 기록
ord-1d2be2c84e56440e93132daba4195b2f
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633204B2

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