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N-bromobutanimide → HCID 178496588, 화합물

HRID 2389999
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HRID 2389999 반응식
[NH2:1][C:2]1[N:3]=[C:4]([CH3:21])[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][CH3:20])[CH2:15][CH2:14]3)[C:6]=2[N:7]=1.[Br:22]N1C(=O)CCC1=O>CN(C)C=O.COC(C)(C)C>[NH2:1][C:2]1[N:3]=[C:4]([CH3:21])[C:5]2[CH:11]=[C:10]([Br:22])[C:9](=[O:12])[N:8]([C@H:13]3[CH2:14][CH2:15][C@H:16]([O:19][CH3:20])[CH2:17][CH2:18]3)[C:6]=2[N:7]=1
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참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 178496589HCID 178496589, 화합물

생성물 1

HCID 178496588HCID 178496588, 화합물수율 97%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 15413tert-Butyl methyl ether용매

실험 절차

To a solution of 2-amino-8-(trans-4-methoxycyclohexyl)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (482 mg, 0.1.67 mmol) in dimethylformamide (15 mL) was added N-bromosuccinimide (300 mg, 1.69 mmol). After stirring for 1 hour at room temperature the solution was diluted with methyltertbutylether and washed with 50% sodium carbonate (2×) and brine. The combined aqueous layers were extracted with dichloromethane. The combined organics were dried (MgSO4) filtered and concentrated. The solids were triturated with diethyl ether to afford 2-amino-6-bromo-8-(trans-4-methoxycyclohexyl)-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one (594 mg, 97%).

후처리

  1. washwashed with 50% sodium carbonate (2×) and brine
  2. extractionThe combined aqueous layers were extracted with dichloromethane
  3. dry with materialThe combined organics were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe solids were triturated with diethyl ether

출처 및 근거

ORD 기록
ord-610900b7af264a9fa6a233fe8921cb14
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273755B2

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