Acetic Acid → HCID 178483709, 화합물

HRID 1984636

반응식

HRID 1984636 반응식
[CH3:1][N:2]([CH3:35])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]3[CH:20]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:18]([C:27]4[CH:34]=[CH:33][C:30]([CH:31]=O)=[CH:29][CH:28]=4)=[N:17][C:15]=3[N:16]=2)[CH2:7][CH2:6]1.FC(F)(F)C(O)=O.[NH:43]1[CH2:48][CH2:47][CH:46]([C:49]2[NH:50][C:51]([C:54]3[CH:59]=[CH:58][N+:57]([O-:60])=[CH:56][CH:55]=3)=[N:52][N:53]=2)[CH2:45][CH2:44]1.CCN(CC)CC.CC(O)=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CN(C=O)C.CCOC(C)=O>[CH3:1][N:2]([CH3:35])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]2[N:12]=[CH:13][C:14]3[CH:20]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:18]([C:27]4[CH:34]=[CH:33][C:30]([CH2:31][N:43]5[CH2:48][CH2:47][CH:46]([C:49]6[NH:50][C:51]([C:54]7[CH:59]=[CH:58][N+:57]([O-:60])=[CH:56][CH:55]=7)=[N:52][N:53]=6)[CH2:45][CH2:44]5)=[CH:29][CH:28]=4)=[N:17][C:15]=3[N:16]=2)[CH2:7][CH2:6]1

참가 물질

8

반응물 5

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 577139554-(2-{4-[2-(Dimethylamino)ethyl]piperazin-1-yl}-6-phenylpyrido[2,3-d]pyrimidin-7-yl)benzaldehydeHCID 178525687HCID 178525687, 화합물

생성물 1

HCID 178483709HCID 178483709, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-(2-{{4-[2-dimethylamino)ethyl]piperazine-1-yl}-6-phenylpyrido[2,3-d]pyrimidin-7-yl)benzaldehyde (6-5) (100 mg, 0.214 mmol) in DMF (5 mL) was added 4-(5-piperidin-4-yl-4H-1,2,4-triazol-3-yl)pyridine 1-oxide trifluoroacetate (B) (92 mg, 0.257 mmol) followed by Et3N (80 μL, 0.51 mmol), AcOH (91 μL, 1.5 mmol) and sodium triacetoxyborohydride (59 mg, 0.28 mmol). The reaction mixture was allowed to stir for 12 hr then diluted with EtOAc and washed with NaHCO3 (sat.), dried with MgSO4, filtered, and concentrated under reduced pressure. The oily residue was purified by reverse phase HPLC (20% MeCN/80% H2O to 47% MeCN/53% H2O) to afford the title compound. LRMS m/z (M+H) Calcd.: 696.9, found 696.1.

후처리

  1. washwashed with NaHCO3 (sat.)
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe oily residue was purified by reverse phase HPLC (20% MeCN/80% H2O to 47% MeCN/53% H2O)

출처 및 근거

ORD 기록
ord-23c92cc9c8b247d7b5f3fe935a7026c8
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544677B2

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