Acetic Acid → HCID 178473893, 화합물

HRID 1984628

반응식

HRID 1984628 반응식
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:11]=[CH:12][C:13]3[CH:19]=[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:17]([C:26]4[CH:33]=[CH:32][C:29]([CH:30]=O)=[CH:28][CH:27]=4)=[N:16][C:14]=3[N:15]=2)[CH2:6][CH2:5]1)(=O)C.F[C:35](F)(F)[C:36]([OH:38])=O.[NH:41]1[CH2:46][CH2:45][CH:44]([C:47]2[NH:48][C:49]([C:52]3[CH:57]=[CH:56][CH:55]=[CH:54][N:53]=3)=[N:50][N:51]=2)[CH2:43][CH2:42]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>[C:36]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[N:11]=[CH:12][C:13]3[CH:19]=[C:18]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:17]([C:26]4[CH:33]=[CH:32][C:29]([CH2:30][N:41]5[CH2:46][CH2:45][CH:44]([C:47]6[NH:48][C:49]([C:52]7[CH:57]=[CH:56][CH:55]=[CH:54][N:53]=7)=[N:50][N:51]=6)[CH2:43][CH2:42]5)=[CH:28][CH:27]=4)=[N:16][C:14]=3[N:15]=2)[CH2:8][CH2:9]1)(=[O:38])[CH3:35]

참가 물질

8

반응물 5

HCID 176Acetic AcidHCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 577139444-[2-(4-Acetylpiperazin-1-yl)-6-phenylpyrido[2,3-d]pyrimidin-7-yl]benzaldehydeHCID 178525658HCID 178525658, 화합물

생성물 1

HCID 178473893HCID 178473893, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-[2-(4-acetylpiperazin-1-yl)-6-phenylpyrido[2,3-d]pyrimidin-7-yl]benzaldehyde (3-2; 61 mg, 0.14 mmol) in DMF (5 mL) was added 2-(5-piperidin-4-yl-4H-1,2,4-triazol-3-yl)pyridine trifluoroacetate (58 mg, 0.17 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 residue was purified by silica gel chromatography (100% CH2Cl2 to 85% CH2Cl2/15% MeOH) to afford the title compound. LRMS m/z (M+H) Calcd.: 651.7, found 651.3.

후처리

  1. washwashed with NaHCO3 (sat.)
  2. dry with materialdried with MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (100% CH2Cl2 to 85% CH2Cl2/15% MeOH)

출처 및 근거

ORD 기록
ord-8682c367792c4693b4d39c1d3acfd771
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544677B2

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